Abstract
The inherent competition between the bimolecular nucleophilic substitution (SN2) and base-induced elimination (E2) reactions is depicted in the cover image. This work reports a physically sound and intuitive model to elucidate why strong Lewis bases act as protophiles (E2), while weak Lewis bases behave as nucleophiles (SN2). The general concepts of “characteristic distortivity” and “transition state acidity” are developed, which will serve as the cornerstone for the rational design of novel reactions. More information can be found in the Full Paper by T. A. Hamlin, F. M. Bickelhaupt, et al. on page 15538.
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