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A convenient synthetic route towards H-bisphosphinates

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Abstract

A practical generalisable procedure to synthesize hydroxymethylene H-bisphosphinates has been optimised. Unlike previous reports, numerous alkyl (including an alendronate bisphosphinate analogue) or (hetero)aryl compounds were rapidly obtained in satisfactory to excellent yields. A side product could have been identified as a phosphino-phosphonate isomer and plausible mechanistic pathways are proposed here. Moreover to check the literature data, a pKa value study was also performed.

Graphical abstract: A convenient synthetic route towards H-bisphosphinates

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Publication details

The article was received on 02 Aug 2018, accepted on 07 Sep 2018 and first published on 10 Sep 2018


Article type: Paper
DOI: 10.1039/C8OB01878B
Citation: Org. Biomol. Chem., 2018, Advance Article
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    A convenient synthetic route towards H-bisphosphinates

    J. Dussart, N. Guedeney, J. Deschamp, M. Monteil, O. Gager, T. Legigan, E. Migianu-Griffoni and M. Lecouvey, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01878B

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