Issue 45, 2011
From the journal:

Chemical Communications

Modelling fundamental arene–borane contacts: spontaneous formation of a dibromoborenium cation driven by interaction between a borane Lewis acid and an arene π system†

Hassanatu B. Mansaray,a   Alexander D. L. Rowe,a   Nicholas Phillips,a   Jochen Niemeyer,a   Michael Kelly,a   David A. Addy,a   Joshua I. Batesa  and  Simon Aldridge*a  

* Corresponding authors

a Inorganic Chemistry Laboratory, Department of Chemistry, University of Oxford, South Parks Rd, Oxford, UK
E-mail: simon.aldridge@chem.ox.ac.uk

Abstract

Reaction of 2,6-dimesityl pyridine (Lpy) with BBr3 leads to the spontaneous formation of the trigonal dibromoborenium cation [Lpy·BBr2]+viabromide ejection. Systematic structural and computational studies, and the reactivity displayed by a closely related N-heterocyclic carbene (NHC) donor, reveal the role played by arene–borane interactions in this chemistry. [Lpy·BBr2]+ features a structurally characterized (albeit weak) electrostatic interaction between the borane Lewis acid and flanking arene π systems.

Graphical abstract: Modelling fundamental arene–borane contacts: spontaneous formation of a dibromoborenium cation driven by interaction between a borane Lewis acid and an arene π system

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Article information

DOI
https://doi.org/10.1039/C1CC15259A
Article type
Communication
Submitted
24 Aug 2011
Accepted
29 Sep 2011
First published
20 Oct 2011

Chem. Commun., 2011,47, 12295-12297

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Modelling fundamental arene–borane contacts: spontaneous formation of a dibromoborenium cation driven by interaction between a borane Lewis acid and an arene π system

H. B. Mansaray, A. D. L. Rowe, N. Phillips, J. Niemeyer, M. Kelly, D. A. Addy, J. I. Bates and S. Aldridge, Chem. Commun., 2011, 47, 12295 DOI: 10.1039/C1CC15259A

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