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

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 o...

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Autores principales: Vivat, Jérôme F., Bachollet, Sylvestre P. J. T., Adams, Harry, Harrity, Joseph P. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271442/
https://www.ncbi.nlm.nih.gov/pubmed/25529019
http://dx.doi.org/10.3390/molecules191221324
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author Vivat, Jérôme F.
Bachollet, Sylvestre P. J. T.
Adams, Harry
Harrity, Joseph P. A.
author_facet Vivat, Jérôme F.
Bachollet, Sylvestre P. J. T.
Adams, Harry
Harrity, Joseph P. A.
author_sort Vivat, Jérôme F.
collection PubMed
description 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.
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spelling pubmed-62714422018-12-28 Synthesis, Characterisation and Reactions of Phosphine-Substituted Alkynylboronates and Alkynyltrifluoroborate Salts Vivat, Jérôme F. Bachollet, Sylvestre P. J. T. Adams, Harry Harrity, Joseph P. A. Molecules Article 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. MDPI 2014-12-18 /pmc/articles/PMC6271442/ /pubmed/25529019 http://dx.doi.org/10.3390/molecules191221324 Text en © 2014 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Vivat, Jérôme F.
Bachollet, Sylvestre P. J. T.
Adams, Harry
Harrity, Joseph P. A.
Synthesis, Characterisation and Reactions of Phosphine-Substituted Alkynylboronates and Alkynyltrifluoroborate Salts
title Synthesis, Characterisation and Reactions of Phosphine-Substituted Alkynylboronates and Alkynyltrifluoroborate Salts
title_full Synthesis, Characterisation and Reactions of Phosphine-Substituted Alkynylboronates and Alkynyltrifluoroborate Salts
title_fullStr Synthesis, Characterisation and Reactions of Phosphine-Substituted Alkynylboronates and Alkynyltrifluoroborate Salts
title_full_unstemmed Synthesis, Characterisation and Reactions of Phosphine-Substituted Alkynylboronates and Alkynyltrifluoroborate Salts
title_short Synthesis, Characterisation and Reactions of Phosphine-Substituted Alkynylboronates and Alkynyltrifluoroborate Salts
title_sort synthesis, characterisation and reactions of phosphine-substituted alkynylboronates and alkynyltrifluoroborate salts
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271442/
https://www.ncbi.nlm.nih.gov/pubmed/25529019
http://dx.doi.org/10.3390/molecules191221324
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