Dual photoredox nickel-catalyzed silylation of aryl/heteroaryl bromides using hydrosilanes.

Chem Commun (Camb)

University Bordeaux, CNRS, Bordeaux INP, ISM, UMR 5255, F-33400 Talence, France.

Published: September 2023

Dual Ni and Ir catalysis enables the preparation of arylsilanes having a (TMS)Si substituent from the corresponding aryl bromides and (TMS)SiH at 30 °C using visible-light irradiation. This protocol avoids strong bases, high temperature and air and moisture sensitive silyl reagents, providing the expected arylsilanes in moderate to good yields. The reaction was shown to proceed through a silyl radical, likely generated by hydrogen atom abstraction from (TMS)SiH by a bromide radical.

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http://dx.doi.org/10.1039/d3cc03246aDOI Listing

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