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

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Abstract

(2,6-Dimesitylphenyl)P(vinyl)2 5d 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

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Article information


Submitted
17 Feb 2020
Accepted
17 Jun 2020
First published
25 Jun 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

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, Advance Article , DOI: 10.1039/D0CC01255F

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