Issue 20, 2010

Remarkably variable reaction modes of frustrated Lewis pairs with non-conjugated terminal diacetylenes

Abstract

The frustrated Lewis pair P(o-tolyl)3/B(C6F5)3 reacts with 1,7-octadiyne by acetylene C–C coupling to yield the zwitterionic product 2a. In contrast, the P(o-tolyl)3/B(C6F5)3 Lewis pair reacts with 1,6-heptadiyne by a sequence involving 1,1-carboboration of a terminal acetylene to eventually yield the heterocyclic product 4.

Graphical abstract: Remarkably variable reaction modes of frustrated Lewis pairs with non-conjugated terminal diacetylenes

Supplementary files

Article information

Article type
Communication
Submitted
21 Dec 2009
Accepted
16 Mar 2010
First published
07 Apr 2010

Chem. Commun., 2010,46, 3580-3582

Remarkably variable reaction modes of frustrated Lewis pairs with non-conjugated terminal diacetylenes

C. Chen, R. Fröhlich, G. Kehr and G. Erker, Chem. Commun., 2010, 46, 3580 DOI: 10.1039/B926830H

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