Visible-Light-Promoted Photoredox Dehydrogenative Coupling of Phosphines and Thiophenols

Xianya Wang, Chungu Xia* and Lipeng Wu*

*Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou 730000, P.R. China, Email: cgxlicp.cas.cn, lipengwulicp.cas.cn

X. Wang, C. Xia, L. Wu, Org. Lett., 2020, 22, 7373-7377.

DOI: 10.1021/acs.orglett.0c02746

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Abstract

Visible-light photoredox catalysis achieved a dehydrogenative coupling of phosphines and thiophenols at room temperature. Key to this success is the use of benzaldehyde as a soft oxidant, which avoids phosphine oxidation. Furthermore, an unexpected dealkylative coupling of secondary and tertiary alkylphosphines with thiophenols is observed.

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proposed mechanism

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Key Words

thiolphosphanes, photochemistry, benzaldehyde

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ID: J54-Y2020