Issue 62, 2020

A rare olefin 1,1-carboboration reaction opens a synthetic pathway to an unusually structured frustrated Lewis pair

Abstract

(2,6-Dimesitylphenyl)P(vinyl)25d reacts with HB(C6F5)2 in a sequence involving a rare example of a 1,1-carboboration of an olefin to give the borylated tetrahydrophosphole derivative 6d. Compound 6d is an active frustrated Lewis pair that splits dihydrogen under mild conditions and serves as a metal-free hydrogenation catalyst. It also adds to carbon dioxide. Compound 6d serves as an intermediate in the HB(C6F5)2 catalyzed aryl(divinyl)phosphane (5d) to dihydrophosphole conversion.

Graphical abstract: A rare olefin 1,1-carboboration reaction opens a synthetic pathway to an unusually structured frustrated Lewis pair

Supplementary files

Article information

Article type
Communication
Submitted
17 Feb 2020
Accepted
17 Jun 2020
First published
25 Jun 2020

Chem. Commun., 2020,56, 8806-8809

A rare olefin 1,1-carboboration reaction opens a synthetic pathway to an unusually structured frustrated Lewis pair

C. Chen, C. G. Daniliuc, C. Mück-Lichtenfeld, G. Kehr and G. Erker, Chem. Commun., 2020, 56, 8806 DOI: 10.1039/D0CC01255F

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