Benzimidazolium Naphthoxide Betaine Is a Visible Light Promoted Organic Photoredox Catalyst.

J Org Chem

Department of Basic Science, Graduate School of Arts and Sciences , The University of Tokyo, 3-8-1 Komaba , Meguro-ku, Tokyo 153-8902 , Japan.

Published: April 2018

Benzimidazolium naphthoxide (ONap-BI) was first synthesized and utilized as an unprecedented betaine photoredox catalyst. Photoexcited state of ONap-BI generated by visible light irradiation catalyzes the reductive deiodination as well as desulfonylation reactions in which 1,3-dimethyl-2-phenylbenzimidazoline (Ph-BIH) cooperates with as an electron and hydrogen atom donor. Significant solvent effects on the reaction progress were discovered, and specific solvation toward imidazolium and naphthoxide moieties of ONap-BI was proposed.

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http://dx.doi.org/10.1021/acs.joc.8b00282DOI Listing

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