4.8 Article

Asymmetric Synthesis of Silicon-Stereogenic Monohydrosilanes by Dehydrogenative C-H Silylation

Journal

ORGANIC LETTERS
Volume 23, Issue 4, Pages 1367-1372

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00029

Keywords

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Funding

  1. National Natural Science Foundation of China [21901104]
  2. Thousand Talents Program for Young Scholars
  3. Guangdong Provincial Key Laboratory of Catalysis [2020B121201002]

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This method enables the synthesis of various asymmetrically trisubstituted 1H-benzosiloles and 1H-benzosilolome-tallocenes with good yields and excellent chemo-, regio-, and stereocontrol. The resulting silicon-stereogenic 1H-benzosilole compounds exhibit bright blue fluorescence and CPL signals, making them attractive to materials science practitioners.
An asymmetric synthesis of silicon-stereogenic mono-hydrosilanes by rhodium-catalyzed dehydrogenative C-H silylation is developed. The process is suitable for the synthesis of various asymmetrically trisubstituted 1H-benzosiloles and 1H-benzosilolome-tallocenes in good yields with excellent chemo-, regio-, and stereocontrol. These selected silicon-stereogenic 1H-benzosilole compounds exhibit bright blue fluorescence and CPL (circular polarized luminescence) signals, which could be attractive to practitioners of materials science.

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