4.8 Article

Generation of Alkyl Radical through Direct Excitation of Boracene-Based Alkylborate

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 142, Issue 22, Pages 9938-9943

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.0c04456

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Funding

  1. JSPS KAKENHI [JP18H01971, JP17H06449, JP18K05135]
  2. Kanazawa University SAKIGAKE Project 2018
  3. JST, PRESTO Grant [JPMJPR19T2]
  4. Tokyo Biochemical Research Foundation
  5. TOBE MAKI Scholarship Foundation

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The generation of tertiary, secondary, and primary alkyl radicals has been achieved by the direct visible-light excitation of a boracene-based alkylborate. This system is based on the photophysical properties of the organoboron molecule. The protocol is applicable to decyanoalkylation, Giese addition, and nickel-catalyzed carbon-carbon bond formations such as alkyl-aryl cross-coupling or vicinal alkylarylation of alkenes, enabling the introduction of various C(sp(3)) fragments to organic molecules.

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