My name is Cheryl Matsuoka, the Executive Director of the Hawai'i Restaurant Association and the Hawai'i Restaurant Association Educational Foundation. Mahalo for joining me here on Restaurants of Hawai'i on the ThinkTech platform. Every year, the members of Hawai'i's restaurant industry come together to honor outstanding individuals for their career accomplishments and the impact they made to our food service industry. Today, we're calling on you all to provide more nominees that can be inducted into the Hawai'i Restaurant Association's Hall of Fame. Today, we'll be speaking with past inductees, taking you on a little trip down memory lane. And we're going to talk about the past inductees and maybe you can consider who your current favorite restaurant tours are and seeing if they've been inducted into our Hawai'i Restaurant Association Hall of Fame. So please, may I have my guests introduce themselves, past inductee and previous, I'm going to say Chairman, how many times Tom Jones of the Hawai'i Restaurant Association? Four times. Four times, Chairman of the Hawai'i Restaurant Association and past inductee into the Hall of Fame. Tom, you want to introduce yourself? Tell them a little bit about your history and the restaurants you currently have. Sure, my name is Tom Jones. I'm the President and Co-Owner of the Giotaku Japanese Restaurants. I founded Giotaku in 2021, some many years ago with my partner, Tonya Willie. I'm originally a chef and I trained in Japanese food because of my interest in Japanese cuisine. Back in the 1980s, I came to Hawai'i and I worked for Kyoto and then Columbia and I worked with Jean two way back. And then we started the restaurant in Pearl City, the Giotaku Japanese restaurant. And then you forgot Kuromo? Oh, Kuromo too, that's right. We do have Kuromo Japanese restaurant. It's a katsu and curry bistro at Pearl Ridge Shopping Center. It opened about five weeks before COVID hit. But we're still alive and doing well over there. Fresh katsu, it's great food. And you know that's one of my husband's favorites because we go to both the Giotaku and the Kuromo. So I always tell Tom when I'm out there, delicious, absolutely delicious. I'd also like to introduce Jean Kanashiro Jean. We met years ago. I kind of vaguely remember that, you know, my name is Jean Kanashiro. My family was the Columbian. My father was the inductee, one of the first dozen or so. And the Columbian was located in two locations, actually three locations. One, the original was done in Baratanya Street and Manakea. And the second one, after we had to close that, we moved to Kapilani Boulevard and became the Columbia and top of the Boulevard next to the newspaper building. I was working there with my father and the rest of the family, the Kanashiro family. And then later we sold the restaurants to the Giotaku Corporation out of Tokyo. And I went on to become the food service director for the school lunch program. At that time, I used to brag that I used to serve 151,000 meals every day. And that's when I that's when I met you when you were trying to sell us some coffee machines for the cafeterias or something like that. Yeah, exactly. We were installing them back then. It was all stacks that you did all your inventory ordering. That's right. Yeah. Yeah. So that's when I first met Jean and because, you know, the Kanashiro family is an iconic family here in Hawaii. It was such an honor. I will tell you that I many times have been to your restaurant back there. Like Tom said, there was a round table, Tom. It was like the I can see a round table in that restaurant. It was in the bar and, you know, like that round table actually came from the original Baratanya restaurant. So that table was was like at that time, over 50 years old, when we when we sold the restaurant. You know, I remember many, many famous people being there, especially during lunchtime, a lot of government officials and lawmakers were there when I used to go in. Yeah. Yes. Yes. And Bob Segal, we don't have to even introduce him on our Bob to have you because I'm a faithful follower of you, as you can see, many, many years. The common denominator we have is that walk down memory lane. Bob, you want to introduce yourself and share with our viewers some of the things that you're doing today? Well, I think I'm the lightweight in the group here. I'm just kind of tagging along and taking notes and happy to have accidentally become a journalist and an author. I wasn't planning on doing that, but I ended up writing a book about Hawaii's top businesses and people and places and and people like it. And so the advertiser hired me 12 years ago to write a regular feature. I've probably written about Giotaku and and Tosh Kanashiro and Columbia in a dozen times or more. My readers have so many great stories about them. And Tosh Kanashiro was really an unusual and a terrific marketer. And so I'm happy to be part of this group today. Oh, thank you. Thank you so much. So Tom Jones, first question to you. We're going to talk about the Hall of Fame. And today's show is all about encouraging more people to submit their favorite restaurateur's names to the Hall of Fame. Tom, you want to take it from there? Yeah, sure. I, you know, I was on the board of directors. Pardon me. I've been on the board of directors for about 20 some odd years. And when the idea of the first Hall of Fame came about, Gail Anchu was our executive director, and she was the, you know, the the founder of the Hall of Fame dinners. And they looked for they were looking for nominees. And of course, because of my association with the Columbia in back then, you know, the Kanashiro family, Tosh, Jean, they came to mind immediately. And so I nominated the jeans, you know, dad and the Columbia in to become members back then, because I knew about their history and how important it was to Honolulu and to Hawaii. And so I think that's what, you know, is so important, is that for a lot of people, restaurant, you know, restaurants become a favorite place for them to go. They meet their friends there, they meet, you know, the business associates there. They celebrate events.  And that's why we want to share our stories today. Exactly. So many fond memories at Columbia and at Giotaku. I can, you know, he knows that that's our sweet place. So, Jean, what was it like for you and the Kanashiro family to have your dad and the iconic Columbia in being dected into the first Hall of Fame in 2007? Gosh, I looked at that. It's like six years ago, Jean. Two thousand and seven. That's a long time ago. We were at the family was very, very happy. Just to give you a short background, you know, my dad passed away when he was age 60 back in 1981, just before the Dodgers born the World Series in 1981. And, you know, and, you know, a lot of the things that he did in that short time, I would say that he ran the restaurant with the family. He accomplished a whole lot of things. You need to know that the original Columbia and was scheduled to be open on Monday, December 8, 1941.  Can you imagine my father and his older brother contemplating opening or they were actually going to open a restaurant on Monday. They said, Monday is a good day to open a restaurant. And they were in the restaurant on Sunday morning, cleaning up, getting ready, all excited. And all of a sudden the bombs are dropping down on Pearl Harbor. And then the next few years, it was very good years in terms of business, but to run a business during that time was like running a business during the current pandemic. They were subject to shortages of equipment, shortages of food, things were rationed. They had lots of workers, which is different from the pandemic. They had lots of customers, which is different from the pandemic, but just to operate a restaurant. And therefore, learning about them running a restaurant during those trying years, only from sun up until sun down, because the blackout was enforced. My parents went through a whole lot. And my father, who was somewhat introverted at that time, worked as hard as he can, promoting his own little restaurant in his own little way. He called it the Columbia and the Gemini slums. But they persevered. And so to the people who are watching, who want to open their restaurants and worry about, are we going to get another pandemic and it's going to ruin our business plans and so on, I would say to them, they should persevere and follow their dream and go for it. I know Tom has been going through this whole thing and many, many other restaurant tours. I used to worry for them, even though I'm retired and out of the food service business, I feel for them, but I want to encourage them to continue. And so being an icon restaurant, as you put it, and being elected to the Hall of Fame makes me feel good, makes the family feel good. I'm very proud, you know, but we're going to the same thing, folks. And I just hope that everybody will succeed. Thank you. Thank you so much. So Bob, what are some of the things that May Tosh kind of share on the Columbia Inn and iconic Hawaii restaurant and gathering place? Share some stories, Bob. Well, you know the basics were quality food and drinks at affordable prices 24 hours a day in a comfortable family cafe. But beyond that, Tosh said he wanted, the customers wanted service, a clean place, and a sympathetic ear. And he was also very lucky that when he moved, he ended up next to the news building. And all the people next door would come over to eat and drink and to escape from their editor and their supervisor. And to meet people. And then people after entertaining the entertainers in Waikiki would come by, you know, to unwind and have a snack before going home. And then politicians and journalists got there. Dave Donnelly, one of my predecessors of the paper, used to have his own phone installed at the round table in the bar. And Gene would put up little notepads for him that he could tear off the wall, you know, when people called in with items for his three-dot column. So, you know, the restaurant back then averaged 1,000 meals a day, which is really phenomenal. And, you know, I kind of see Tosh as the Tom Hanks of local restaurants. He was the average guy that everyone could relate to. Love that. So, Tom Jones, do you have any questions for Gene? Wow. Well, yeah, actually, a quick story. Gene was the one that turned me on to recycling. I remember he took me out back when I was learning. I was never, I was in Kamahaina, and I was one of those Holly guys from the mainland who actually went to Japan. So, I was kind of persona non grata for quite a while. And Gene was very kind to me. It took me out back one day. We were looking in the dumpster area, and he was pointing out what the slot bins were. And I'll never forget that he said, you know, the guys come and put the food in here, all the leftover trimmings and stuff. And then by and by, he said that the pig farmer will come and take it away.   And I'll never forget how kind Gene was and the whole family, you know, sharing these stories with me and helping me become more local in a way. And so, spent 30 years, and I really appreciate the generosity. I think that hospitality and generosity is really what, you know, the Canashiro family brought to the restaurant and brought to the community. And I think that's what makes, you know, restaurants, you know, like the Columbia, and, you know, perfect nominees for induction into the Hall of Fame. So, Gene, you know, I think another inductee was Wisteria, right? So, your dad had a relationship with the Asato family too, right? Yeah, that's right. Sure, if I may, you know, the reason why Tom and I know each other is because he worked for Kiotaro Corporation, which was a Sushi Corporation, one of the, I believe Tom, the second largest in Tokyo at that time, back in the- The largest. Yeah, the largest, you know. And that's who we sold our Columbia Inns too. And therefore, Tom and I, you know, worked together and we continued the Columbia Inn in one area, and the Waimaru restaurant was converted to Kiotaro-style family restaurant, which today is what Kiotaku family-style restaurant is. And that's why we know each other.    The Columbia Inn was busy and we made it busy, but all the other restaurants doing those times were busy too, you know. We never looked, my father taught us, never look at another restaurant as your competitor. Our competitor in the restaurant business is the supermarket. Remember, Bob and Tom, we talked about that yesterday, the supermarket. My father, back in the 80s or 70s, like mid 70s, he said, don't worry about what the other restaurants are doing. Just fill your restaurant and be good customers by providing them with food, good food, good service, you know, and do your thing. Don't worry about the next guy because your competitor is the supermarkets. They're the ones that are going to be doing pre-prepared foods. They're the ones that people buy food from and bring to work for lunch. But make people want to come to your restaurant, not have to. And so the newspaper building, being right next door to us, ran 24 hours and our restaurant ran 24 hours. So make them feel welcome and nurture the clientele around the area. The hospital, Queen's Hospital was up the street, nurture them, you know, and we used to have the emergency room nurses used to come down about once every couple of months and they used to, the midnight shift nurses at the emergency room. They used to walk in at seven o'clock in the morning, eat breakfast and want to drink beer. Yeah. And so I had to get up early and rush down the restaurant and open up the bar and serve them beer because they're pahana.  And really, that's what the essence of the hospitality business is and that's what the restaurant business is all about. That's so true. And as you mentioned, your dad was such an amazing mentor, Jean. He just mentored you and you had the desire to stay in the food service industry. Tom and I talk about this all the time, right? Our future workforce is what we need to mentor and we need to encourage. My husband told me stories about his dad, little George. What he would do is throw quarters in the corners of all the booths. So when he vacuumed, he would vacuum up a quarter and then he could keep the quarter, but that would encourage him to want to be the best vacuum, encourage him to get all the corners, right? Because there may be a quarter in that corner. But yes, how do we mentor? How do we encourage our future employees to be excellent in the food service industry is something that we all work on. So Bob, you've profiled so many amazing restaurant tours and what is, why is it important to recognize these restaurant icons and tell their stories? Well, a couple of reasons. One is that history gives us the context for today. So we don't understand what's going on today without understanding the context that it happened in. So it makes sense today because of what we went through back in the 70s and the 60s when Tosh and his brother were opening and running and doing a great job with the restaurant. And from my reader's point of view, the Columbia Inn was a happening place when they were young, when they were in their youth, when they first had a few dollars in their pocket, when they had four wheels and an old jalopy that they could take out of the garage and run around town and pick up their girl or their guy. And it was a comfortable place. You'd always bump into somebody you knew at the Columbia Inn. It is so true. So gentlemen, as we wind down the show, I just want everyone to have one last opportunity to say their closing remarks. But Jean, the standard has been set incredibly high for the next generation of restaurateurs in Hawaii. You know, Columbia Inn sets that bar very, very high. And we want to learn from past inductees about how they achieved, how you and your family achieved success in the industry back then. But do you have any closing statements before we close the show? Well, you notice that many restaurants today are owned and operated by chefs, not necessarily restaurant managers or the restaurant owners that have become chefs. And that's the major difference I see, you know. And I just hope that these chefs would continue to do that because that's where the credit is due.  And there's a lot of restaurants in town that are doing a lot of great things, you know. And they should continue and don't give up. I know things are really tough right now, but it's got to get better, you know. And that's the only thing I can tell them that, you know, I don't know where we're going to find employees. I don't know where they're going to find capital, food supplies and all those kind of things. But don't give up. Just keep plowing away and be creative and do your thing. Thank you, Jean. Thank you so much for joining the show today. Bob, closing statements about everything you've lived through and you want to share more moving forward. Bob has, Bob, you want to share about the Rear View Mirror and your book? Well, you know, I used to teach marketing at Hawaii Pacific University before I wrote my books, my companies, We Keep Books and Rear View Mirror. And I see Toshkan Ashero as an excellent marketer. There's a lot that people could learn from him. For instance, he created a sign that was about five feet wide or tall and maybe 30 feet wide. It said, Columbia Inn. And if you hit a home run through the ball, excuse me, hit the ball through a hole in the sign in center right field at Honolulu Stadium, the first guy to do that won $1,000. And if you hit a home run, didn't go through, but you or you pitched a shutout, you also got a free steak dinner at Columbia Inn. And in 1968, they gave away 65 steak dinners to players of the Hawaii Islanders. You know, that's something that any restaurant could take and run with themselves today. It was a brilliant tactic. For instance, Shohei Otani, my wife loves him. He's with the angels. No restaurant locally has seemed to adopt him. It's an opportunity that's there for the taking. That's true. Very true. Very true, Bob. Thank you so much for those words of wisdom and marketing advice. Tom Jones, before we close the show, what walk to share about the Hall of Fame and you yourself being an honoree and inductee into the Hall of Fame? Well, the restaurant industry is a people business. It's a lot of people in the restaurant serving a lot of people who are the customers. So you really need to have great people skills to be successful in the restaurant business. That's mission critical. And then so for our diners and people that may be watching today, they should be thinking or asking themselves, what restaurant do I find myself in several times a year, once a month, maybe even weekly? And in some cases daily, where are my favorite places to eat and why? And I think if they ask themselves that question, they're going to find out who they could be recommending to be the next inductee into the Hawaii Restaurant Association Hall of Fame. So that's my recommendation. I'm sure they're finding themselves being taken good care of and eating good food and that's why they return. And that type of a restaurant is a perfect candidate for induction. Thank you, Tom. Thank you gentlemen so much for being with me today. It was a great show, a great walk down memory lane and so wonderful to see everyone. Again, my name is Cheryl Matsuoka, the executive director of the Hawaii Restaurant Association and the Hawaii Restaurant Association Educational Foundation. The Hawaii Restaurant Association is the organization unifying, representing and supporting Hawaii's restaurants and food service industry. Thank you so much for being with us today. We'll see you again soon.


Ukrainian army has liberated an area near Krasnohovka district, southeast of Donetsk region. The area had been under Russian control since 2014. Several positions were seized near Krasnohovka as a result of a well-prepared assault. There were imitations of actions and support from artillery and heavy equipment. They also cleared certain areas of mines. Valery Shashen, the Tavria Defense Forces Press Center spokesman said. He added that there were tactical reasons to delay the publication of the news about the area's liberation. The news reports about the liberation of a 0.51 square kilometer area near Donetsk city emerged in the Ukrainian media on 22nd and 23rd June. According to the military, the Ukrainian troops drove out the Russian invaders about a week ago.


Oxidative addition and reductive elimination are two key reactions in organometallic chemistry, especially when it comes to transition metal organometallic chemistry. This plays a very important role and so it is important that we spend some time understanding it and figuring out what are the conditions under which oxidative addition occurs and how we can have reductive elimination in a catalytic cycle. So, this is the second part of the description of oxidative addition and reductive elimination. So, we continue where we left off in the previous lecture. So, the important thing to remember is that in the oxidative addition, we have a change in the oxidation state of the metal and invariably you also have the formation of a new metal ligand bond and that results in an expansion of the coordination sphere of the metal. So, the name addition and the fact that you have a change in the increase in the oxidation number the formal oxidation number of the metal results in the oxidation part. So, this reaction as I just mentioned can be a reversible reaction and so you can have both oxidative addition and reductive elimination in the catalytic cycle and the thermodynamics of this process turns out to be extremely important. It is facile in the case of transition metal chemistry, but not in the case of main group chemistry where only oxidative addition happens. So, let us take a look at what else is special. The fact that we have written m as n plus in the oxidative addition reaction on the left side we have written as n plus and on the right side after the reaction we have changed it to n plus x plus x turns out to be a variable sometimes it is 1 very often it is 2. So, that is not a crucial aspect the ligand can accept one electron or it can accept two electrons or in some cases as we shall see in the first part of the stock it can accept one electron from two different ligands and so a new compound can result in the process. So, let us take a look at some of the possibilities in oxidative addition. So, we also classify the type of oxidative additions based on the addenda that you have Vasca's complex is a typical complex and it undergoes a variety of oxidative additions and we classify them into three groups. The first group was the group that could be polarized into plus and minus parts and so if you have methyl iodide we could mark it as m e plus i minus. If you have H g C l 2 then we can write as H g C l plus and C l minus. So, if you have an addenda that the molecule can be split into a positively charged and a negatively charged species then it is convenient to have oxidative addition in the transposition of the Vasca's complex. So, you end up with the three molecules which are marked in yellow in this projection. So, you have m e and i added in the transpositions of the Vasca's complex. So, this is the first group which is highly polarized and it will add in a transposition. Then we talked about a second group of molecules where multiple bonds are there in the part that is adding on to the metal that is being oxidized. So, one example would be oxygen and so during the oxidation O 2 which has got a double bond between the two oxygens adds on to the Vasca's complex and as a result it forms two new bonds to iridium and at the same time the bond between the two oxygen atoms changes from a double bond to a single bond. This change a double bond to a single bond requires that the two atoms that are added on to the iridium are now cis related to one another. So, at the end of the reaction in group 2 class of oxidative additions in the group 2 you end up with cis additions and we have two examples here which are again marked in yellow. These molecules are characterized by two key features. One of them is a fact that there is a multiple bond between the two atoms which are adding across the metal and the second is a fact that they are not highly polarized. So, either dimethyl acetylene di carboxylate or oxygen are not highly polarized as plus and minus species. At the end of the reaction you have the bond retain and so you have a cis addition. So, a brief comment on the oxidating on the stability of the oxidized species is an order. When you have Vasca's complex you have iridium in the oxidation state 1. At the end of the reaction when you have added methyl iodide for example, you end up with an oxidation state of 3. So, if you have more electronegative elements attached to the iridium then the plus 3 oxidation state is more stable. In both cases that I have listed here on the screen you have iridium attached to iodine and chlorine or iridium attached to two oxygen atoms and chlorine. Either way you tend to have a stable species because these electron withdrawing groups will stabilize the higher oxidation state. Electron withdrawing groups at the same time have got pi electrons which are pi donor atoms and so they stabilize the higher oxidation state. So, this oxidation or the oxidative addition proceeds from left to right in a very exothermic fashion. On the other hand there are species where the group that is adding on is not so electronegative. And so we have this example here of dimethyl acetylene which is oxidative added and at the end of the reaction you will notice that iridium is in a formal oxidation state of plus 3. But nevertheless you will notice that the only electron withdrawing group that is there on the atom on the iridium atom is the chlorine mole chlorine atom or chlorine ligand. So, as a result of this particular factor the reaction proceeds from left to right rather reluctantly and the oxidized species is not as stable as in the case of Vasca's complex undergoing oxidation with electronegative species. So, this is apparently a disadvantage for oxidative addition, but nevertheless it allows for many catalytic cycles to take place and that is what we are going to take a look at this in this lecture. So, oxidative addition with carbon-carbon coupling is a special case where you have the oxidation taking place with concomitant formation of a carbon-carbon bond. Let us take a look at exactly how this happens. Imagine a cobalt 1, this is a cobalt 1 atom which is coordinated to a C p ring. A C p ring is very simply a cyclopentadienyl ring, a cyclopentadienyl moiety which is coordinated to the cobalt 1. So, this is your C p coordinated to cobalt and this particular moiety is now interacting with two acetylene molecules. Now, when you have oxidative addition in such a fashion that these triple bonds become double bonds and the bond between cobalt and oxygen is formed. The bond between cobalt and oxygen is formed. So, exactly what is happening is you have cobalt giving one electron. So, we indicated with a half arrow and it gives one electron to the acetylene and acetylene gives one electron. So, forms a covalent bond. This covalent bond now results in the formation of a radical species which will have two electrons sitting on the two carbon atoms here. The covalent bond has been formed between cobalt and carbon and a radical species, di radical species is formed. If we now form a bond between these two C H units as indicated by this arrow, if a covalent bond is formed between these two C H bonds, then what you end up with is the formation of a metallocyclopentadiene. The new bond that is formed is marked in red here. So, metallocyclopentadiene can be formed by oxidative addition which is indicated by these two half arrows on the cobalt coming out and forming a covalent bond with acetylene resulting in a vinyl radical. The two vinyl radicals combine to form a metallocyclopentadiene. So, now this metallocyclopentadiene is involved in a variety of reactions which resulted in a plethora of catalytic cycles with cobalt as a key player and acetylenes as a initial reactants. Now, after the formation of the metallocyclopentadiene which is indicated here and this fast reaction results in the formation of a species which can interact with a sector molecule of acetylene. Now, let us come back to the slide, but first let us take a look at what are the ways in which these two species can interact. Let us say you have a carbon-carbon coupling followed that is what we said is the formation of the metallocyclopentadiene followed by an insertion reaction. Remember insertion is a simple addition of an anionic species from the metal interacting with a neutral species on the metal. So, here the neutral species turns out to be acetylene. So, acetylene is a neutral ligand which is attached to the cobalt and the anionic species or the negatively charged ligand is the one which we have marked in red. So, if this bond migrates to the neutral species and the neutral species in turn forms a bond to the cobalt exactly what is going to happen is that we are going to have a reaction such that two new bonds are formed one between the vinylic carbon which is here vinylic carbon which is here and the acetylene carbon which is here both of them are marked in red. If you mark the other acetylene carbon and the cobalt center if a new bond is formed here that will lead to the formation of this blue bond here. So, let us mark the two colors that we have the two new bonds in the two colors. So, the red colored carbon atoms are joined together to form this new bond and the blue bond is formed between the cobalt and the acetylene carbon. In the next step we can in fact do the opposite of oxidative addition. In other words if we remove the cobalt carbon bonds in such a way that they get back the cobalt gets back its two electrons in this particular unit in this molecule cobalt is in the plus 3 oxidation state. So, if we remove half an electron from here and half an electron from here then cobalt will become plus 1 again and then these two vinylic carbons will be left with. So, let us just mark the vinylic carbons. So, they will be left with one electron each and so in the subsequent step you will be able to form in the subsequent step you will be able to form a carbon-carbon bond and that carbon-carbon bond results in the formation of an acetylene. So, basically you have 1, 2, 3, 4, 5 and 6 carbon atoms attached to the cobalt and if atom numbers 1 and 6 combine together if 1 and 6 combine together. So, that is exactly these two carbon atoms 6 here and 1 here then you will end up with the formation of this new bond between 6 and 1 and that results in the formation of a benzene ring and the stability of the aromatic benzene ring results in a very fast reaction to form the 6 membered ring and regeneration of the cobalt 1 species with the cyclopentadienyl group. The same reaction could be described as a Diels Alder reaction and when you have very electron withdrawing groups, when R is very electron withdrawing then you end up with a Diels Alder type of reaction and in this case also it is important to understand the 4 carbon atoms which form the diene. These are the 4 carbon atoms which form the diene and these are the 2 carbon atoms from the acetylene which form the dienophile. So, the diene and the dienophile react together such that a new bond is formed between atom numbers 4 and 5 and atom numbers 1 and 6. So, that results in a bicyclic intermediate which is pictured here. This bicyclic intermediate can again do a cyclo reversion reaction or a reductive elimination and so in this particular instance you have to transfer half an electron, one electron from here and one electron from here resulting in the formation of 2 new pi bonds and the formation of the stable aromatic ring. Such that you end up with a very nice aromatic system at the end of the reaction. So, these are 2 ways by which you can have the formation of an aromatic ring using the metallocyclopentadiene which was generated from cobalt 1 and 2 acetylenes. So, the same reaction could have happened with an acetylene. It could have also happened with a nitrile species. So, if you want to use a nitrile then you could carry out the reaction in such a way that you end up with a parody. So, instead of acetylene if you use a nitrile then the same reaction could undergo a Diels Alder type reaction and result in the formation of a substituted parody. This was exploited by several workers notably by K. P. C. Ohlhart who used this reaction to synthesize a variety of interesting molecules. Now, the first step which involve the formation of a metallocyclopentadiene was a very fast reaction. In fact, that is the reason why you can in fact do this cyclo cyclic ring formation reaction with 2 acetylenes and 1 acetonitrile or 1 nitrile molecule. So, you can vary the molecule in such a way that the 2 steps can be distinguished. The very fast formation of the metallocyclopentadiene and the subsequent Diels Alder addition can be distinguished. They appear to be 2 separate catalytic cycles. So, let us now take a look at a slightly different reaction. In this case instead of adding 2 acetylenes to the cobalt we slow down the reaction by adding a molecule of triphenylphosphine. The rate at which the 2 acetylenes combined together is now slowed down because the dissociation of the triphenylphosphine is a rate limiting step. So, by adding an acetylene with an alkene we end up with a metallocyclopentene. So, this is the metallocyclopentene earlier we had a metallocyclopentadiene. So, in this metallocyclopentene we can have a choice of adding the ethylene in this case. We can either have an ethylene adding which is what is pictured here or we can have an acetylene which is pictured here and then we can form 2 different types of molecules. Let us first take the reaction cycle which is pictured on the left. So, if an ethylene molecule is added we end up with if the molecule does an insertion reaction. So, this is an example of an insertion reaction and the insertion is carried out by this vinylic group forming a bond to the neutral molecule which is the ethylene molecule which is pictured here. So, the ethylene is a neutral molecule and the vinylic group is an anionic group which migrates to the ethylene molecule and as a result the ring expands just as we described in the previous set of slides. We have explained how this insertion can increase in a ring expansion reaction. The ring expansion leads to the formation of a 7 membered ring a metallocycloheptene. So, here you have one double bond which is in the third position in the third position with respect to the cobalt and this particular molecule can now have an option of doing reductive elimination either directly to give you a metallocy sorry this intermediate now has the ability to do a cyclo reversion reaction such that it forms cyclohexene. On the other hand if you realize that there are two hydrogens on this carbon there are two hydrogens on this carbon and one of them is very close to this alkyl group which is attached to the cobalt. So, if you have this CH2 group abstracting one hydrogen from this carbon center you can end up with a CH3 unit such that you now have the formation of butadiene which is substituted in the one position. So, you now have butadiene which is coordinated to the cobalt but again you have had a reaction in such a fashion that cobalt has undergone a reductive elimination and the vinyl group the alkyl group the CH2 unit has abstracted a hydrogen so that it forms a CH3 and the CH2 which we will mark with a different color. So, that it is easy to follow so this CH2 group is what we have here this is the CH2 group and the CH which we had marked in green is right here. So, the CH2 which was on the right side has become a CH3 and that is what is pictured here and the vinyl group is generated by the abstraction reaction that was on the ring. So, now we have another possibility you can also do an addition of a acetylene to this metallocyclopane team. If you do an acetylene addition then you can end up with a cyclohexadiene generated from this ring system and to do that one has to do the migration of this vinyl group on to acetylene now. So, this is the vinyl group that is attached to the cobalt which will migrate to the acetylene which is the neutral molecule. So, this is again an example of an insertion reaction. So, in this type of a reaction you first have an oxidative addition you have an oxidative addition oxidative addition followed by an insertion reaction and then subsequently you have the reductive elimination. So, you now have the reductive elimination and to understand the reductive elimination you can think of the cobalt taking back one electron from this from this bond in such a fashion in such a fashion that cobalt three becomes cobalt one again and you have the formation of a cyclohexadiene at the end of the reaction. So, this helps us to understand how the carbon carbon bond formation coupled with oxidative addition can result in the formation of a cyclic metallocyclopentene or a metallocyclopentadiene and these groups can subsequently add on a variety of molecules through an insertion reaction. And if you have very electron withdrawing groups they can also undergo deal solid type reaction subsequently. So, during the course of studies with quadricycline it was noticed that quadricycline is a molecule which will ring open to give nobona diene. So, this is nobona diene and this is quadricycline. Now, it was interesting that nobona diene could be converted to quadricycline by photolysis and because this is energy rich molecule quadricycline is an energy rich molecule it was thought that if one can store energy from by absorbing sunlight converting nobona diene to quadricycline. Then it would be possible to harvest sunlight using this particular reaction because the forward reaction of converting quadricycline to nobona diene was exothermic. So, here if one could generate heat and so you could harvest light energy and converted to some chemical energy. Now, it turns out that the reaction which leads to conversion of quadricycline to nobona diene has to be catalyzed. It does not happen at room temperature without any catalyst and that is because this is an orbital controlled reaction and the cyclo reversion turns out to be difficult. Rodium one complexes so this is an example of a rodium one complex was a good catalyst for this process. Initially it was thought that this was reaction which was case of orbital controlled reaction where the symmetry rules were circumvented by addition of the rodium orbitals into the equation. So, this theory however was proven to be wrong by Jack Halpern who showed that in the presence of carbon monoxide and new compound could be isolated. So, what was really happening was that the strained cyclopropane ring which can be marked here this strained cyclopropane ring which I will mark with a single line. So, this cyclopropane ring could ring open and you could have an oxidative addition of rodium. So, that a rodium three species can be formed. Now, this rodium three species turned out to be capable of doing a cyclo reversion reaction in such a fashion that no bone or diene can be generated. On the other hand if you have carbon monoxide in the reaction medium here we have added carbon monoxide then you could have an insertion reaction of carbon monoxide in such a way that a new product could be isolated. So, because this product was stable this is stable and could be isolated the intermediacy of rodium three compound was sufficient to explain both the formation of no bone or diene and the formation of this insertion product. So, this was theory which was short lived it was thought that orbital symmetry control with metal atoms is useful for converting quadricecline to no bone or diene. On the other hand what was really happening was an oxidative addition and a cyclo reversion reaction leading to the ring opening. So, now we come to the third group of molecules which can undergo cyclo. We come to the third group of molecules group three where you have oxidative addition of a set of molecules which are not polarized, but at the same time many of them are found to be adding in a cis fashion. These molecules because they are not very ionic in nature they do not ionize as plus and minus nor are they multiply bonded, but nevertheless after addition reaction they are very often found in the cis geometry. There are two examples which are listed with Vasca's complex here and both cases you have an iridium three complex formally an iridium three complex being formed as a result of oxidative addition of an S i H bond. Here the S i H bond has been broken and you have the addition of S i X here this should have been H and an S i R three group. So, on the other hand you have a hydrogen molecule that also undergoes an oxidative addition and iridium now has a formal oxidation state of iridium three and the two groups which have added on are found in the cis position. So, group three type of molecules also add in a cis position they are not polar and they are not multiply bonded. So, these molecules are strange because many of them undergo they have a common feature and that is the fact that they have very little ionization of this group S plus and minus they do not ionize like this nor do they ionize as minus and plus, but still they are able to undergo weak interaction with the metal in what is called an agostic way. This agostic interaction is something which we will have to deal with little later, but suffice it to say at this point that all these molecules are sometimes found to have weak interactions with the metal and in spite of that weak interaction they are able to break a very strong bond the metal is able to break a very strong bond between the carbon and hydrogen which is worth about 100 kilocalories per mole and similarly H two which is also quite a strong bond or S i H and S H are of course weaker bonds these are weaker, but nevertheless the interaction of the metal with these bonds is able to break the bond and form two new bonds one with a metal and a hydrogen and the other is with a carbon silicon or another hydrogen atom. So, let us take a look at how exactly these reactions turn out the first thing that we need to notice is that this reaction is in fact a formal oxidation it is not indicative of the charge on the metal atom. Now, M N 2 C O 10 that is dimanganese deca carbonyl can in fact react directly with hydrogen under pressure. So, if you treat M N 2 C O 10 with H 2 then you get two molecules of H M N C O 5 and this can be understood as a very simple breaking of the manganese manganese bond. So, in M N 2 C O 10 you have manganese manganese bond and you have in the other reactant H H bond and. So, if you now break this in such a way that you form a new bond between the manganese and the hydrogen then you end up with H M N C O 5. Because hydrogen is slightly more electronegative than manganese it is written as a hydride complex, but as we have mentioned in the lecture in metal hydrides H M N C O 5 will actually behave like a weak acid. It is in fact possible to ionize it as H plus and M N C O 5 minus. So, this should be regarded as a formal oxidation reaction not a real removal of electrons, but nevertheless we can write the whole reaction to indicate the transfer of electron from manganese on to the M N H bond. Now, the situation is even more amazing when you consider the reaction between M N 2 C O 10 and sodium which results in the formation of M N C O 5 minus. M N C O 5 minus has got an oxidation state of minus 1. So, this is in A plus and M N C O 5 minus M N is in minus 1 oxidation state that negative charge is in fact nicely stabilized by the carbon monoxide which are surrounding the manganese. So, this stable molecule now reacts with a proton and that proton is coming from acetic acid. So, the proton is transferred to manganese and H M N C O 5 results the same H M N C O 5 which we encountered in the reaction with hydrogen and in the course of this reaction sodium acetate will of course be extruded. Now, H M N C O 5 again has got a formal oxidation state of plus 1 and so you have changed oxidation state in this process by 2 units. So, it looks as if there are 2 electrons which have been removed from manganese. So, this is a interesting case of oxidative addition reaction which has in fact not changed in reality the number of electrons around the manganese, but nevertheless formally we have to call it an oxidative addition. Now, Vasca's complex was in fact the first complex where many oxidative additions were studied. So, this is another example where direct addition of hydrogen can be carried out with Vasca's complex and interestingly you can add hydrogen under pressure and you can form a compound in which 2 hydrogen atoms are added to the iridium and again the formal oxidation state is plus 3. So, notice that the 2 hydrogens are present in a cis position. So, this cis position is characteristic of group 3 add under. So, this is a cis addition of 2 groups. So, this is discovered as early as 1961 and subsequently a variety of reactions have been studied where oxidative addition has been observed. Now, the more interesting and challenging reactions are those in which you have oxidative addition of very non-polar bonds. In this particular instance I have shown you CH bond so you can see that this is a CH bond that has been oxidatively added in such a fashion that ruthenium now goes from 0 oxidation state. This is 0 oxidation state to plus 2 oxidation state, but notice once again in the final compound the coordination number has changed from 4 to 6. The coordination number has changed from coordination number 4 to coordination number 6 and the oxidation state has increased by plus 2 units and 2 non-polar groups have been added to the ruthenium. In this particular case hydrogen and an aftile group. Now, exactly how the ruthenium is able to carry out this type of an addition reaction is in fact the key feature which separates transition metal chemistry from mean group chemistry. Here is another example which was again a very interesting example because here we are going to take not a aromatic ring hydrogen, but an alkyl hydrogen. The challenge in carrying out alkyl group hydrogen atom activation is quite remarkable. Here we have taken a iridium complex which again has got cyclopentadienyl moiety and this cyclopentadienyl moiety now stabilizes the iridium one. If you is iridium three in this particular instance this is still iridium three. If you excited with light it extrudes a molecule of hydrogen and results in the formation of an iridium one species. That iridium one species because you do not have the hydrogen any longer in solution H 2 is liberated H 2 is liberated from the reaction mixture. So, you have a vacant coordination sphere on the iridium and the electron poor iridium grabs a C H bond on the tetra methyl methane and is resulting in the formation of alkyl iridium one species and a iridium H bond. Notice in these cases a strong C H bond is replaced by a iridium H bond and iridium carbon bond. Many of these reactions can be carried out with 4 D and 5 D elements, but they are not favorable or not favorable the reaction is not possible with 3 D elements. The reason why 3 D elements do not work out well is because the 3 D metal carbon bond is much weaker than the 3 D then the 4 D metal carbon bond or the 4 D metal hydrogen bond. The 4 D and 5 D elements form very strong hydrogen bonds to hydrogen and bonds to carbon. So, this reaction was discovered only in 1982 by Bergman which spearheaded lot of effort on C H activation. C H activation is important because you can now use that to functionalize what comes out of the petroleum feedstocks and what cannot be used for as a fuel can now be functionalized and used for making useful chemicals. Here is another example which was discovered very close to the discovery of Bergman and that was done by Graham in 1983. Here a iridium one complex was again photolyzed and during the photolysis carbon monoxide was liberated CO was liberated minus CO and because of the vacant coordination site and rhodium on iridium and the presence of methane you can have an oxidative addition of a C H bond to the iridium one species resulting in the formation of a methyl iridium hydride which is formally the iridium is in plus 3 species is in plus 3 oxidation state. So, you have several cases where you can have oxidative addition of bonds which are not polarized and bonds which are quite strong. They are broken up by the metal because you have a vacant coordination site and in this particular instance the intermediate would be as follows. This is a iridium one carbonyl complex now it is highly co-ordinatively unsaturated and so it will take any molecule that it can react with that is why you have to use C 6 F 12 as a solvent. Other solvents where you have a C H bond would become too reactive and they would react with the iridium one center. So, you have to use a non-reactive solvent which is a perfluorinated hexane cyclohexane. So, subsequent to the discovery of Graham and Bergman several people several more people studied the C H activation reaction purely because C H activation turns out to be a key reaction if one has to use petroleum feedstocks more effectively. So, what we have seen in this class of reactions is that C H activation or neutral bonds like aromatic C H bonds or S I H bonds can be activated and made to form M S I M H bonds or M C M H bonds. During the course of this reaction the oxidated state of the metal changes by plus 2 units. The important criteria whether this reaction will work or not work or will proceed from right to left or not is dependent on the fact that you have strong 4 D and 5 D metal hydrogen bonds and strong metal carbon bonds. If the metal is 3 D, then the carbon bonds 3 D element, then the metal carbon and metal hydrogen bond energies are not sufficient to compensate for the bond that is broken which is a C H or an S I H bond. So, very often they turn out to be an endothermic reaction and it is only possible to push it to one side by the addition of a third molecule which might in fact compensate for this loss in energy of the C H bond. So, 4 D and 5 D transition elements undergo oxidative addition with the third class of molecules more readily than 3 D elements. If indeed there are examples where you have C H activation or H H bond breakage and formation of 2 M H bonds, then with 3 D elements the reverse reaction is a favored reaction. So, the reverse reaction happens much more readily and you have reductive elimination. Now, coordination number increases by 2 during oxidative addition and so, with the same count you can have reductive elimination, but reductive elimination will be accompanied by a reduction in the coordination number and in the oxidation state. So, reductive elimination will lead to the opposite behavior that is they will lead to decrease in the oxidation state and decrease in the coordination number. So, it is also possible to have oxidation state changes where the oxidation number of the metal increases by 1 and manganese is one example where you have manganese 0 going to manganese plus 1 in the case of a manganese hydride. And it is also possible in other cases as in the case of lithium for example, you can have an oxidation state of 1 and you have an oxidation oxidative addition reaction. So, you can have a coordination number increase that is also 1 or 2 oxidation number can also change by 1 or 2. Remember that it is a formal oxidation state that is going on during the course of this reaction it is not a real oxidative addition. So, with this we conclude our discussion on the nature of oxidative additions and reductive eliminations. During the course of this talk we have seen how some reductive eliminations can happen especially when you have the third class of molecules or in the second class of the molecules where we can form carbon carbon bonds and readily eliminate neutral groups so that catalytic cycles can be accompanied.


Hi everyone. Happy Tuesday. Joe for jasphyscasegrakes.com coming at you with a 2020 Bowman Chrome Baseball Break. It's a hobby edition 12 box pick your team number six And if you got at least two teams, you've got a shot at at a Bowman Chrome hobby box We'll send that to you seal. It'll be separate from any of the cards that you may end up getting so Good luck with that big. Thanks all of these folks here for getting into it Pick your team six. There you go. And I've got a little rooftop next to your name That means you won that in the In the blaster box that we did where we gave away some teams. There you go. Matthew shear with that last spot mojo Reds There you go, boy, we need we need to we need to buy more product for more fillers Nick Nick's taking all of my fillers Here's the case right here Okay, rectangular size here's two There's four six eight and 12 good luck everyone Whose line is it anyway? I don't watch CBS game shows Come on. What am I 85? CBS CBS game show Only game show. I watch this feud in jeopardy. Maybe sports where what happens sports chef? What is this Bowman Chrome stuff? I'm seeing pretty good stuff rex. That's what that's what you're seeing Here's the first master box coming up two autographs One per one per mini. There's the first one right there and it's gonna be rain for Salinas Bowman Chrome autograph for Daniel Florida Daniel and The Yankees we've got a California Daniel Ruiz in here as well. He has the diamond bags But Daniel Ruiz from Florida has the Yankees. There you go Make that distinction We've got Yusai Kuchy to 99 That'll be for the Mariners Thomas with the Ems You got Christian Pash Purple shimmer Not those are not number, but that'll go to Brandon and the brave the Niko rookie card We'll go to Nicholas and the Cubs There's Jason Amingas right there Josh Bell to 150 blue for the Pirates. That'll be for Matthew Shearer I don't remember the gong show. I might have been Might have been just missed the gong show. Maybe And we got Thad Ward 12 out of 25 Red Sox Mark Bassett with the Red Sox fifth round pick Verlander just went down with Is he getting Tommy John? Is that what I read and there's Kiebert Ruiz to 499 Big Dodgers catching prospects so that Lux and Kiebert will go to Andrew who got randomized my Dodgers I don't think we have too many games left in baseball, right? I think with all the all the Lakers excitement happening here and the Dodgers Pretty much a lock for a playoff spot. I think I've been really paying too much attention here You do some recaps here We got so the Rays and Yankees have X's next to their names So that means they must have clinched a playoff spot a playoff birth at least Do the A's have a Y next to their name that means they've clinched the division already All right Dodgers and Padres have playoffs births They I guess they could just lose the rest of the way and they used to do white socks and and twins have playoff births as well So the only team without playoff births are the NLE's and the NL central it looks like so it's a little too close For them kind of a weird playoff system this year. There's like Seeding and stuff like that. So the divisions kind of seems like Winning the division isn't as crucial As the record overall record is comparatively at least for this year I don't know if they're going to keep that next year. I hope they don't That Yankees blue jays on right now Yankees up to nothing in the second. All right next box. Good luck And the autograph is another Yankee 173 out of 250 Anthony Garcia Another Yankees auto going out to daniel ruiz of florida Strasburg to 250 for jordan and the gnats There's a boba shet rookie card and another thad ward for mark and the red socks What's up, Dennis? You're looking at a domingas auto on ebay and you see one And seeing they have one for sale. That's an onyx auto Oh, yeah, we've heard of we've heard of onyx Onyx for There's boba shet right there for the blue jays mark the only onyx stuff that we've done as group breaks have been um They're usually live. It's usually live memorabilia There's keoni kivako for the twins So we've done some onyx breaks before they'll have like autograph baseball gloves or autograph We've seen autograph baseball autograph that's maybe hats perhaps So we've done a little bit of their stuff before There's cori lee to 499 for the astros refractor for d uh david ross All right next master box It's like jock peterson has returned to the dog. He has some family issue right there Pain free air and judge close to locking it in We've got ranking rookies according to jim callus of the mlb Who has the most future value? Number one on the list is louise robert I think that makes sense. He's slumping a little bit, but his power and speed combo is pretty awesome Gavin lux is uh second on the list Jesus lasardo picture for the a's third on the list then dustin may For the dodgers alec bomb or boom for the fillies then kyle louis Carter key boom shon murphy catcher for the a's brady singer for the royals and tony gonslyn locking Landing in on a number 10. So he's in the top 10 Is he is kyle louis slept on he's number six on this list Is he rookie of the year? I don't know. I think I think uh Oh, he's jordan saying should be number one. There's dustin may right there And john then stiver for the white socks. That's going to be for thomas Yeah, who's going to be the al rookie of the year and nl rookie of the year. What's the What's the situation there louis robert? but digital jordan is saying that that uh That kyle louis has better numbers than louis robert I mean not for the maybe for mvp. Maybe not for rookie of the year There's tristan lutz purple simmer There's a robert paussin right there You can see nick on the nick cam. He's going to help us rip open these boxes so we can Save a little bit of time What crispy chicken put it in a taco No, my god How are you going to get this name on the back of his jersey? woods richardson You think they'll give him w richardson simian woods richardson just gets a w richardson There's a keston hero refractor to 499 It's the longest last name in history. Todd Hollinsworth I don't know. I remember the h would go from one armpit to the under to the other armpit I guess they didn't know how to size letters back then curtis terry rangers Going to matthew shearer Oh, yeah camera a little bit larger. Let's Brighten that up a little bit there Rookie bets is doing pretty well All right, so rangers once again matthew shearer. There's curtis terry. What three person? Yeah, I mean How do you want to sort this? Sorted by it's Stats are sorted by obs on mlb.com. Juan soto freddy freeman ronald kunya marsala zuna will mires are the top five in ops It's kind of a broad Broad sort of look don't give you war on here Trent grisham rookie cards going to Ryu Oyama bobe shed, of course going to the blue jays mark beset I don't think he's a rookie He's rookie and for this quint priest here to uh 50 Yeah, I think he's a rookie in products, but uh, I think is he had too many ab's last year And that's Richard taking ahead of my truck by the angels Randall gritchick was an angel Is this the box? Yeah. Oh, that's a box. Okay. Nice And there's brian packer Tigers that's going to go to ryan h who won that spot in a In a mini break and a filler break The nlmvp you mean? Yeah A lmvp everyone's saying that picture Shane beaver He's actually been having a pretty incredible Incredible year No one gormin 150 And my crazier container's basketball arena this friday now it's tomorrow Well, someone said it was friday Someone else said it was friday No, this person said his distributor told him friday Well, we ended up getting the product Maybe we just got it earlier But it's really tomorrow There's a oswald baraza for the yankees daniel ruiz with that one I think it was always tomorrow. I think it was always tomorrow, but I just I've I screwed up the whole industry Wow, nick jaspy screwed up the whole reason We're market movers ladies and gentlemen. There's right two ranks 25 I posted it with a fri in the title. That was totally my bad Just moving markets. There's no one aeronauta to 499.  This is just testing your hands. Good hands nick. Good hands mani machado and lmvp It's been hitting pretty well right hector yan for the angels Yeah, raiders very very happy about that Did not expect two and oh There you go. Who has the halos daniel has the halos Jordan saying louis hitting 50 points higher Then louis robert and higher ops slugging op op For al mvp. Wow. Nelson according to The vegas lines ladies and gentlemen. That's pretty interesting. There's louis robert speaking of louis robert All right, there's louis robert Maybe a little overrated according to jordan at least compared to pile louis hebert ruiz To 250 Yeah, jonathan abram is pretty great I didn't really care about the two bands rex. Who are they? Weezer and fallout boy on family feud could care less about those two bands. It's tyler ivy To four nine, although I like the feud part I mean like their hits their three hit songs maybe Astros david ross I may know one fallout boy song There's six to sanchez What they got weezer had beaverly hills. That's where I want to be No, that's that's bc boys. Yeah Good save there's dalton jeffreys to 4.99 Of course rex Fallout boy was a band started after 1999 so You don't like anything after 1999 weezer, of course you like these dalton jeffreys 4.99 another trend grisham two trend grishams rookie card and a gilberto amenis It's got to work on that auto a little bit. Maybe Yeah, don't know that song. Maybe if I heard that song jon. I know that song jon Was that on a guitar hero on a guitar hero band? No, I just know it guitar guitar band. You definitely know What do you like post 1999 rex? I don't think I've ever heard you mention anything post nine. It's always mid-90s sariana live mid-90s rock alt rock bands mid-90s movies There's Damn, that's basically 90s when they when did they start? I actually don't know when they started Lincoln park is like 2000. That's cool. That's basically a 90s group. Yeah I don't think I don't think I've heard rex say he likes anything past 2010. Let's put it that way I mean, I'm not knocking it rex. I'm just saying I'm just saying your wee house is the 90s That's that's where it is antonio cabello A lot of yankees autos here that goes to uh, daniel ruiz of florida daniel ruiz cali ruiz california has a diamond back from this one There's yoshi tsutsugo to 499 tsutsudio That goes to richard and the reyes I think that's I think that's a lincoln park song That john samson is referencing One thing I don't even know why it doesn't even know how hard you try. Yeah, that's that's that's like the Oh, that's the one he remixed jz remix. Did jz remix one of those songs? Lincoln park was not was not a very good band There's riley green There are they the face of the transformers movie. Yeah, the one with shine the buff Was that the first one? The best one riley green ryan h tigers. Was that her debut? Her debut was her prime. That was it just downhill from there It was like a picture who like throws a perfect game And then it was just like nothing after that for louis robert refractor to 499 10 reasons why megan fox isn't Isn't hired by hollywood anymore Who's the transformers director the guy who blows up stuff michael bay michael bay. Yeah, I think michael bay hated her I think he may have like destroyed her career. This is pretty cool 14 out of 25 reason one Her feud with michael bay Her michael bay feuded feuded. Yeah There's drew avance one out of 25 for the dodgers andrew tomson that ricky henderson farm To fame to 25 is a's addition joe m with that And andrew tomson won the dodgers in the mini break. I mean, it's hey, it's it's it's a good era rex It's a solid era robert poson a's joe m I think she megan fox had a relationship with uh, or is in a relationship with brian austin green An original cast member of the original 90210. I think they had something weird going on that He's he's married to megan fox's He's he's he's mr. Megan fox. Is that the show where the redhead guy has the sunglasses and he takes him off And he's like it's like a meme. No, no, no, that's uh csi miami. I think With the with the who song There's dan vogelbach for the m's thonus Won't get fooled again Oh, they're separated now. Well, I don't know. I feel like I feel like Miss fox's career was was not handled was not handled correctly Megan fox is unsubscribe to our youtube Sorry, meg Meg am I close enough to her call her meg There's 78 out of 150.  Tell me do you really want to love me forever? Or am I caught in a hit and run? Yeah, because it was sampled in a song In a hip-hop song in the last couple years But that's that's originally a paula abdual song. Oh, yeah, I know because of j Correct. Yeah, it's a j. Cole. Sorry. I think there's a little sample in there She left him. Megan fox is now with prim mic tower and jordan saying Oh, she's with machine gun kelly. I see John samison pointing out that she likes guys with three names What are you suggesting john samison john samison has three different names? There's is on Diaz to 499 Machine gun kelly. Yeah Is he a heartthrob? I don't see it This guy. Yeah, this guy. I don't see it. But yeah, I mean he would have gotten beat up in the 90s. Am I right rex? Eric pain.  Maybe that maybe that'll that'll hit them. I think killed machine gun kelly's career But now people like what? Yeah, that I kind of remember that. Yeah, didn't m&m just roast machine gun kelly and he's just like licking his wounds crying But then machine gun kelly's like, yeah, your daughter's hot and then it got all oh, then it got weird Oh boy, how do people kill keep up with this without it without mtv news All right, here's the final four box right here I don't even know how we got on this topic here All right, anyway I guess jaspy's just started with just started a feud with machine gun kelly There's Pedro pagas 23 out of 50 But I think may have a brother in the dodgers organization The cardinals is Pedro pagas Maybe a relationship with uh, allen May I don't know I feel like the dodgers have a pagas in their organization 23 out of 50 gold For the cardinals ea with that one rookie Aquino for matthew shear and the reds andy on allen There's Kyle Lewis. We're just talking about him and they're Shane and baz to 50 gold shimmer Paul gold from it. No, no, no. Yeah, brian awesome green to be on our side Mike There's alex vasilla for the marlins that'll be for ryan d Yeah, the next family feud team jaspy's versus machine gun kelly and megan fox and then I guess Who else are we feuding with? Well, we're trying to get megan fox on the jaspy side someday Casebreakers like ourselves could be could be celebrities. I mean if there are tick tock stars out there Why not? Why not case breaking stars? not there really Driving driving driving lambos with megan fox Yeah, we'll take we'll take her out for i take megan fox out for uh An in-and-out burger the shake my treat my treat Megan There's nick solak although. I also have an open invitation to katie nolan for uh for in and out as well I feel like I have more of a chance with katie nolan than I would with uh Megan fox Again, I start breaking in thong bikinis. Is that what I need to be to be tick tock famous or have like a clever dance, right? maybe a clever dance Or maybe I have some sort of uh, there's riley green to 50 for the tigers nice goes to ryan h maybe some sort of uh I don't know some sort of wild fashion or fall over Uh, do I have to fall over in bed? Maybe that that's something See you guys Maybe I I do this Right, and then all of a sudden it comes back and I'm wearing different clothes Quinn preester purple shimmer But see the problem with tick tock though is that is that the Do I want to give up that much data to my personal information to a corporation in china no No, thanks sam huff for the rangers to The amount of data that you like have to allow on that to just to download that is like ridiculous like you thought like Facebook was bad I think as a I don't know if they've changed it probably not but I think they could it they you even give you give them permission tick tock and give you permission You would give tick tock permission to look at your clipboard.  A lot of security breaches there 131 out of 150 marlins ryan d with the fish If I'm gonna if I'm gonna give up all my personal information, let's give it to Let's give it to american companies to steal my personal info Tick tocks hold oracle and walmart. I know they're louise robert for thomas and the white socks Marco luciano to 150 for my rivals the giants that will be for mark I like these farm to fame cards here that we were talking about page or martin is a little bit earlier today now he was traded to uh To the expose for delinode shields That's for marking the giants And then we've got cody bolton Joey trying to shoehorn that joke in There you go joey pyrex matthew shear with that one But yeah, not not like not like the farman ellen and ginter mc tower. Absolutely Different kind of farm That's alex keerlove to 99 green All right in the last box ladies and gentlemen Good luck couple more otter autographs to go And we've got michael harris for the braves. That'll be for brandon and atlanta here in paris For the halos purple shimmer going to daniel matthew libertor former raze prospect now with the cardinals to 499 refractor for ea and the Cardinals nico horror for the cubs. It's going to go to nicklas casper And we got drew avance I said his name two different times one of them is going to be right andrew thompson with the dodgers Don't know too much about this guy enjoys working out and playing video games I'm not really digging that deep there. Are we? dalton var show for daniel ruiz diamond bags Jordan yama moto refractor to 499 a robber poson And a louise patino closes things out all card ship in this as well ladies and gentlemen, there you go All right, let me just slide these over here. We'll do a quick recap as well after we give away the box So let me get that set up here Let's flip back to the main description page right here So you got to buy at least two teams to get one entry Four teams gets you two entries six teams gets you three entries so on and so forth For a chance at a hobby box one one you just saw right here bowman chrome baseball So let's sort all of your names right there No, I don't think I remember seeing any dull quests all of her So brandon you got two teams. That's an entry daniel ruiza florida got two teams. That's an entry ea got two teams. That's an entry Joe with two. That's an entry jordan with two. That's an entry one two Mark with four. That's two entries Matthew shear with three, but two count one entry still an entry Ryan h one three That means two. That's an entry And thomas with two. That's an entry. Let me just double check that brand got brandon daniel florida The a Mark Thomas okay So that's 10 spots right there So the top name of those 10 after seven We'll get the box one two three four five six And seven the final time. Good luck. It's thomas.  This was a huge card right here Ronald's brother louise on hell acunya to 150 nick was saying bass autos go for a lot So that with a little bit of color could be pretty huge as well Here a lot of other Great, hopefully these all become future stars is what we're what we're really hoping for So thanks everyone for getting into the action We've got more in the store and we have choice additions in the store in the store as well on jasby's case brakes Dot com. Thanks again for watching everybody. I'm joe for jasby's case brakes dot com and i'll see you next time for the next one But bye