Issue 5, 2022

Platinum–P(BFPy)3-catalyzed regioselective diboration of terminal alkynes with (pin)B–B(aam)

Abstract

An unsymmetrical diboron, (pin)B–B(aam), is smoothly added across a carbon–carbon triple bond of various terminal alkynes under platinum catalysis, resulting in the regio- and stereoselective formation of cis-vic-diborylalkenes via B(aam)-installation at the terminal carbon. The use of a highly electron-deficient triarylphosphine ligand, P(BFPy)3, is indispensable for the regiocontrol, and electron-deficiency in ligands has been proven to be closely correlated with the regioselectivity.

Graphical abstract: Platinum–P(BFPy)3-catalyzed regioselective diboration of terminal alkynes with (pin)B–B(aam)

Supplementary files

Article information

Article type
Research Article
Submitted
22 Dec 2021
Accepted
26 Jan 2022
First published
26 Jan 2022

Org. Chem. Front., 2022,9, 1370-1374

Platinum–P(BFPy)3-catalyzed regioselective diboration of terminal alkynes with (pin)B–B(aam)

I. Kageyuki, J. Li and H. Yoshida, Org. Chem. Front., 2022, 9, 1370 DOI: 10.1039/D1QO01903A

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