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Molecules 2014, 19(12), 21324-21334; doi:10.3390/molecules191221324

Synthesis, Characterisation and Reactions of Phosphine-Substituted Alkynylboronates and Alkynyltrifluoroborate Salts

Department of Chemistry, University of Sheffield, Sheffield S3 7HF, UK
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Received: 13 November 2014 / Revised: 5 December 2014 / Accepted: 11 December 2014 / Published: 18 December 2014
(This article belongs to the Special Issue Recent Advances in Boron Chemistry)
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Abstract

The synthesis and structural characterisation of phosphine-substituted alkynylboronates is reported. A P(III)-centred alkynylboronate (2) was prepared that showed little evidence for the conjugation of the P-lone pair to the boron via the alkyne π-system, as judged by X-ray crystallography studies of 2 and a related P(V) compound, 3. In addition, corresponding alkynyltrifluoroborate salts were prepared that showed improved stability by comparison to their boronic ester counterparts. These salts undergo Pd-catalysed cross-coupling reactions with aryl halides. View Full-Text
Keywords: alkynylboronate; trifluoroborate salt; conjugation; phosphine; cross-coupling alkynylboronate; trifluoroborate salt; conjugation; phosphine; cross-coupling
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Vivat, J.F.; Bachollet, S.P.J.T.; Adams, H.; Harrity, J.P.A. Synthesis, Characterisation and Reactions of Phosphine-Substituted Alkynylboronates and Alkynyltrifluoroborate Salts. Molecules 2014, 19, 21324-21334.

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