A copper(I) platform for one-pot P–H bond formation and hydrophosphination of heterocumulenes

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Horsley Downie, Thomas M. and Mahon, Mary F. and Lowe, John P. and Bailey, Rowan M. and Liptrot, David J. (2022) A copper(I) platform for one-pot P–H bond formation and hydrophosphination of heterocumulenes. ACS Catalysis, 12 (14). pp. 8214-8219. ISSN 2155-5435 (https://doi.org/10.1021/acscatal.2c02199)

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Abstract

The reaction of phosphorus(III) esters with pinacolborane generates phosphines via the action of an NHC-copper(I) catalyst. This gives access, within minutes, to 12 P–H bonded species, including secondary and primary phosphines as well as PH3, in excellent conversions. These phosphines can be subsequently applied in the copper(I)-catalyzed hydrophosphination of heterocumulenes in a telescoped, one-pot fashion. This approach yielded 12 phosphaureas, 3 phosphaguanidines, and 2 phosphathioureas in moderate to excellent yields without the need to handle toxic, pyrophoric, or gaseous P–H bond containing compounds. The crystal structures of two of the phosphaureas, PhP(C(O)NHPh)2 and P(C(O)NHPh)3, are presented.

ORCID iDs

Horsley Downie, Thomas M. ORCID logoORCID: https://orcid.org/0000-0001-5027-450X, Mahon, Mary F., Lowe, John P., Bailey, Rowan M. and Liptrot, David J.;
  • Item type:Article
    ID code:89509
    Dates:
    Date
    Event
    15 July 2022
    Published
    24 June 2022
    Published Online
    1 June 2022
    Accepted
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:07 Jun 2024 14:53
    Last modified:29 Nov 2024 01:21
    URI:https://strathprints.strath.ac.uk/id/eprint/89509
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