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Issue 45, 2011
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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

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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 areneborane 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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Publication details

The article was received on 24 Aug 2011, accepted on 29 Sep 2011 and first published on 20 Oct 2011


Article type: Communication
DOI: 10.1039/C1CC15259A
Citation: 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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