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Brønsted Base Mediated Stereoselective Diphosphination of Terminal Alkynes with Diphosphanes

Yuto Okugawa, Koji Hirano* and Masahiro Miura*

*Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email: k_hiranochem.eng.osaka-u.ac.jp, miurachem.eng.osaka-u.ac.jp

Y. Okugawa, K. Hirano, M. Miura, Org. Lett., 2017, 19, 2973-2976.

DOI: 10.1021/acs.orglett.7b01209



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Abstract

A catalytic amount of a Brønsted base mediates a stereoselective diphosphination of terminal alkynes with diphosphanes to deliver the corresponding (E)-1,2-diphosphinoethenes in good yields. This reaction offers a good alternative to precedented transition-metal-catalyzed or radical-promoted approaches to the 1,2-diphosphinoethene framework of potent interest in catalysis and coordination chemistry.

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proposed mechanism



Key Words

phosphines, thiophosphines


ID: J54-Y2017