Synthetic Applications of Photochemically Generated Radicals from Protic C(sp3)−H Bonds

Author:

O'Brien Tegan E.1,Morris Avery O.1,Villela Lucas F.1,Barriault Louis1ORCID

Affiliation:

1. Center for Catalysis Research and Innovation Department of Chemistry and Biomolecular Sciences University of Ottawa 10 Marie-Curie Ottawa K1 N 6 N5 Canada

Abstract

AbstractThe utilization of photo‐induced processes in C−H functionalization via radical pathways has emerged as a highly promising strategy for the preparation and modification of complex organic compounds. While current methods for generating carbon‐centred radicals from C−H bonds primarily focus on hydridic C−H bonds to yield nucleophilic radical species, the reactivity and potential applications of electrophilic radicals derived from protic C−H bonds remain largely unexplored. In this review, we aim to shed light on the seminal findings regarding the activation of protic C(sp3)−H bonds while also showcasing noteworthy examples of this radical formation process. Mechanistically diverse modes of activation are discussed, unified by proton‐coupled electron transfer (PCET) concepts.

Funder

Natural Sciences and Engineering Research Council of Canada

Publisher

Wiley

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Catalysis

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