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Conclusions

Acyl group transfer reactions in solution should not be assumed to involve only addition or associative in-termediates in their mechanisms. Discussion of mech-anism for transferof acyl groups between nucleophiles should seriously consider the concerted pathway as well as the stepwise mechanisms following dissociative and associative routes. Strongly basic donor and acceptor nucleophiles favor “tight” transition states whereas weakly basic nucleophiles encourage “open” or disso-ciative transition states. Concerted mechanisms of acyl group transfer are more common among derivatives of all acids than was previously supposed.