Study of boron–nitrogen dative bonds using azetidine inversion dynamics

Cam Thuy Hoang; Ivan Prokes; Guy J. Clarkson; Matthew J. Rowland; James H. R. Tucker; Michael Shipman; Tiffany R. Walsh

doi:10.1039/C3CC36159D

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Chemical Communications

Issue 25, 2013

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Study of boron–nitrogen dative bonds using azetidine inversion dynamics

Cam Thuy Hoang,^a Ivan Prokes,^a Guy J. Clarkson,^a Matthew J. Rowland,^a James H. R. Tucker,*^b Michael Shipman*^a and Tiffany R. Walsh*^a^c

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Department of Chemistry, University of Warwick, Gibbet Hill Road, Coventry, UK
E-mail: m.shipman@warwick.ac.uk ;
Fax: +44 (0)2476 524112 ;
Tel: +44 (0)2476 523186

School of Chemistry, University of Birmingham, Edgbaston, Birmingham, UK
E-mail: j.tucker@bham.ac.uk ;
Fax: +44 (0)121 414 4403

Institute for Frontier Materials, Deakin University, Waurn Ponds, Australia
E-mail: tiffany.walsh@deakin.edu.au ;
Tel: +61 352 273 116

Chem. Commun., 2013,49, 2509-2511

DOI: 10.1039/C3CC36159D
Received 24 Aug 2012, Accepted 12 Feb 2013
First published online 13 Feb 2013

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A method for probing the strength of B–N dative bonds is reported. The activation parameters for nitrogen inversion in a series of azetidines tethered to boronate esters have been quantified by VT-NMR and the measured barriers correlated with data obtained by ¹¹B NMR, X-ray crystallography and MP2 calculations.

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Cam Thuy Hoang
Ivan Prokes
Guy J. Clarkson
Matthew J. Rowland
James H. R. Tucker
Michael Shipman
Tiffany R. Walsh

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