The rate of this mechanism is enhanced by intramolecular neighboring group participation, leading to products with atypical stereochemistry. This reaction produces parabolic Hammett plots because its rate is enhanced by both electron-donating and withdrawing groups, and it proceeds unusually slowly in neopentyl systems. A single (*) transition stat
The rate of this mechanism is enhanced by intramolecular neighboring group participation, leading to products with atypical stereochemistry. This reaction produces parabolic Hammett plots because its rate is enhanced by both electron-donating and withdrawing groups, and it proceeds unusually slowly in neopentyl systems. A single (*) transition state characterizes the reaction coordinate of this mechanism, which is typical for primary reactants due to their low steric hindrance. Backside attack leads to stereochemical inversion via this mechanism, whose second-order kinetics are proportional to the concentration of both substrate and nucleophile. For 10 points, name this concerted mechanism of nucleophilic substitution, contrasted with SN1.
The rate of this mechanism is enhanced by intramolecular neighboring group participation, leading to products with atypical stereochemistry.