A Copper(I) Platform for One-Pot P-H Bond Formation and Hydrophosphination of Heterocumulenes

被引:12
作者
Downie, Thomas M. Horsley [1 ]
Mahon, Mary F. [1 ]
Lowe, John P. [1 ]
Bailey, Rowan M. [1 ]
Liptrot, David J. [1 ]
机构
[1] Univ Bath, Dept Chem, Bath BA2 7AY, England
基金
英国工程与自然科学研究理事会;
关键词
phosphine; P-H bond formation; hydrophosphination; heterocumulene; copper catalysis; homogeneous catalysis; PHOSPHORORGANISCHE VERBINDUNGEN; CONVENIENT SYNTHESIS; PHOSPHINE OXIDES; REDUCTION; SECONDARY; TERTIARY; VERSATILE; ELEMENTS; ALKENES;
D O I
10.1021/acscatal.2c02199
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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.
引用
收藏
页码:8214 / 8219
页数:6
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