The first ring-expanded NHC–copper(i) phosphides as catalysts in the highly selective hydrophosphination of isocyanates

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Horsley Downie, Thomas M. and Hall, Jonathan W. and Collier Finn, Thomas P. and Liptrot, David J. and Lowe, John P. and Mahon, Mary F. and McMullin, Claire L. and Whittlesey, Michael K. (2020) The first ring-expanded NHC–copper(i) phosphides as catalysts in the highly selective hydrophosphination of isocyanates. Chemical Communications, 56 (87). pp. 13359-13362. ISSN 1359-7345 (https://doi.org/10.1039/D0CC05694D)

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Abstract

A range of N-heterocyclic carbene-supported copper diphenylphosphides (NHC = IPr, 6-Dipp, SIMes and 6-Mes) were synthesised. These include the first reports of ring-expanded NHC–copper(i) phosphides. The compounds were characterised by NMR spectroscopy and X-ray crystallography. Reaction of (6-Dipp)CuPPh2 with isocyanates, isothiocyanates and carbon disulfide results in the insertion of the heterocumulene into the Cu–P bond. The NHC–copper phosphides were found to be the most selective catalysts yet reported for the hydrophosphination of isocyanates. They provide access to a broad range of phosphinocarboxamides in excellent conversion and good yield.

ORCID iDs

Horsley Downie, Thomas M. ORCID logoORCID: https://orcid.org/0000-0001-5027-450X, Hall, Jonathan W., Collier Finn, Thomas P., Liptrot, David J., Lowe, John P., Mahon, Mary F., McMullin, Claire L. and Whittlesey, Michael K.;
  • Item type:Article
    ID code:89505
    Dates:
    Date
    Event
    31 December 2020
    Published
    1 October 2020
    Published Online
    30 September 2020
    Accepted
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:07 Jun 2024 14:30
    Last modified:13 Dec 2024 06:51
    URI:https://strathprints.strath.ac.uk/id/eprint/89505
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