Photoinduced generation of carbocations enabled by the promotion of aromaticity

Abstract

As one type of important species in chemistry the instability of carbocations remains a longstanding issue in view of the electron-deficiency feature. Herein we report light-triggered on-demand creation of carbocations...

Dual reactivity based dynamic covalent chemistry: mechanisms and applications

“…18a). 148 Detailed mechanistic studies suggest light-induced promotion of aromaticity as the stabilizing force, and nucleus-independent chemical shift (NICS) calculations gave NICS(1) zz values of 11.6 (antiaromatic) and −7.7 (aromatic) ppm on the five-membered cyclic acyliminium ion for o -40A and c -40A . The use of in situ created and isolated carbocations as Lewis acid catalysts was validated with aromatic electrophilic substitution and ring-opening polymerization reactions (Fig.…”