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Visible-Light-Driven Silyl or Germyl Radical Generation via Si-C or Ge-C Bond Homolysis

Bi-Xiao Li, Hiroshi Ishida, Chao Wang* and Masanobu Uchiyama*

*Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email: chaowangmol.f.u-tokyo.ac.jp, uchiyamamol.f.u-tokyo.ac.jp

B.-X. Li, H. Ishida, C. Wang, M. Uchiyama, Org. Lett., 2023, 25, 1765-1770.

DOI: 10.1021/acs.orglett.3c00503


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Abstract

Irradiating 3-silyl-1,4-cyclohexadienes with blue light in the presence of a commercially available photocatalyst smoothly generated silyl radicals bearing various substituents. A subsequent trapping by a broad range of alkenes affords products in good yields within 1 h. This photoredox-induced homolysis enables also an efficient generation of germyl radicals.

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Key Words

silanes, photochemistry


ID: J54-Y2023