Photoinduced Triphenylphosphine and Iodide Salt Promoted Reductive Decarboxylative Coupling

Author:

Wang Jia‐Xin1,Fu Ming‐Chen2,Yan Lu‐Yu2,Lu Xi3ORCID,Fu Yao1

Affiliation:

1. Hefei National Research Center for Physical Sciences at the Microscale iChEM CAS Key Laboratory of Urban Pollutant Conversion Anhui Province Key Laboratory of Biomass Clean Energy University of Science and Technology of China Hefei 230026 China

2. School of Chemistry and Chemical Engineering Hefei University of Technology Hefei 230009 China

3. Key Laboratory of Precision and Intelligent Chemistry Department of Applied Chemistry School of Chemistry and Materials Science University of Science and Technology of China Hefei 230026 China

Abstract

AbstractThe transient electron donor–acceptor (EDA) complex has been an emerging area in the photoinduced organic synthesis field, generating radicals without exogenous transition‐metal or organic dye‐based photoredox catalysts. The catalytic platform to form suitable photoactive EDA complexes for photochemical reduction reactions remains underdeveloped. Herein, a general photoinduced reductive alkylation via the EDA complex strategy is described. A simple yet multifunctional system, triphenylphosphine and iodide salt, promotes the photoinduced decarboxylative hydroalkylation, and reductive defluorinative decarboxylative alkylation of trifluoromethyl alkenes, to access trifluoromethyl alkanes and gem‐difluoroalkenes. Moreover, decarboxylative hydroalkylation can be applied to more kinds of electron‐deficient alkenes as a general Giese addition reaction.

Funder

National Natural Science Foundation of China

Youth Innovation Promotion Association of the Chinese Academy of Sciences

Fundamental Research Funds for the Central Universities

Publisher

Wiley

Subject

General Physics and Astronomy,General Engineering,Biochemistry, Genetics and Molecular Biology (miscellaneous),General Materials Science,General Chemical Engineering,Medicine (miscellaneous)

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