Organic Letters
Organic Letters
5 years ago

Brønsted Base Mediated Stereoselective Diphosphination of Terminal Alkynes with Diphosphanes

Brønsted Base Mediated Stereoselective Diphosphination of Terminal Alkynes with Diphosphanes
Yuto Okugawa, Masahiro Miura, Koji Hirano
A Brønsted base mediated stereoselective diphosphination of terminal alkynes with diphosphanes proceeds to deliver the corresponding (E)-1,2-diphosphinoethenes in good yields. The reaction of aromatic alkynes occurs efficiently in the presence of a catalytic amount of LiO-t-Bu while MN(TMS)2 (M = Li or Na) gave better results in the case of aliphatic substrates. The Brønsted base mediated protocol can offer 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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01209

DOI: 10.1021/acs.orglett.7b01209

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