Issue 1, 2014

Diverse reactions of N-heterocyclic carbenes with an alkynylborane and isolation of a reactive zwitterionic borataallene

Abstract

Ethynyldimesitylborane (1) is synthesised via salt elimination and its reactivity towards NHCs is studied. Depending on their size, NHCs attack either at the boron atom or at the β-alkynyl carbon atom. Steric control over the reaction was probed by reactions with N-heterocyclic carbenes yielding a carbene–borane adduct (2), a 1-boraindane (3), and the first structurally characterised borataallene (4).

Graphical abstract: Diverse reactions of N-heterocyclic carbenes with an alkynylborane and isolation of a reactive zwitterionic borataallene

Supplementary files

Article information

Article type
Communication
Submitted
11 Sep 2013
Accepted
21 Oct 2013
First published
22 Oct 2013

Chem. Commun., 2014,50, 97-99

Diverse reactions of N-heterocyclic carbenes with an alkynylborane and isolation of a reactive zwitterionic borataallene

R. Bertermann, H. Braunschweig, C. K. L. Brown, A. Damme, R. D. Dewhurst, C. Hörl, T. Kramer, I. Krummenacher, B. Pfaffinger and K. Radacki, Chem. Commun., 2014, 50, 97 DOI: 10.1039/C3CC46947F

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