NEUTRAL EOSIN Y-BASED DIRECT HYDROGEN ATOM TRANSFER PHOTOCATALYSIS FOR C-H AND Si-H ACTIVATION

Abstract

Eosin Y, a well-known economical alternative to metal catalysts in visible-light-driven single-electron transfer-based organic transformations, can behave as an effective direct hydrogen-atom transfer catalyst for C-H and Si-H activation. By using photocatalyzed direct HAT, the functionalization of C-H bonds with different SOMOphiles was demonstrated. A mild pathway was reported for the quantitative conversion of hydrosilanes to silyl chlorides under visible-light irradiation using neutral eosin Y as a hydrogen-atom-transfer photocatalyst and dichloromethane as a chlorinating agent. Stepwise chlorination of di- and trihydrosilanes was achieved in a highly selective fashion assisted by continuous-flow micro-tubing reactors. This eosin Y-based photocatalytic hydrogen-atom transfer strategy is promising for diverse functionalization of a wide range of native C-H and Si-H bonds in a green and sustainable manner.