A copper(I) platform for one-pot P–H bond formation and hydrophosphination of heterocumulenes
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: https://orcid.org/0000-0001-5027-450X, Mahon, Mary F., Lowe, John P., Bailey, Rowan M. and Liptrot, David J.;-
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Item type: Article ID code: 89509 Dates: DateEvent15 July 2022Published24 June 2022Published Online1 June 2022AcceptedSubjects: Science > Chemistry Department: Faculty of Science > Pure and Applied Chemistry Depositing user: Pure Administrator Date deposited: 07 Jun 2024 14:53 Last modified: 30 Sep 2024 00:34 URI: https://strathprints.strath.ac.uk/id/eprint/89509