Article
Chemo-selective Stille-type coupling of acyl-chlorides upon phosphine-borane Au(i) catalysis
Author/s | Hidalgo Reinoso, Nereida
Le Gac, Arnaud Mallet-Ladeira, Sonia Bouhadir, Ghenwa Bourissou, Didier |
Department | Universidad de Sevilla. Departamento de Química Inorgánica |
Publication Date | 2023-11-17 |
Deposit Date | 2024-05-28 |
Published in |
|
Abstract | Phosphine-boranes do not promote oxidative addition of acyl chlorides to gold, but the phosphine-borane
gold triflimide complex [i
Pr2P(o-C6H4)BCy2]AuNTf2 was found to catalyze the coupling of acyl chlorides and
aryl ... Phosphine-boranes do not promote oxidative addition of acyl chlorides to gold, but the phosphine-borane gold triflimide complex [i Pr2P(o-C6H4)BCy2]AuNTf2 was found to catalyze the coupling of acyl chlorides and aryl stannanes. The reaction involves aryl/chloride-bridged dinuclear gold(I) complexes as key intermediates, as substantiated by spectroscopic and crystallographic analyses. Similar to Pd(0)/Pd(II)- catalyzed Stille coupling with phosphine-borane ligands, the gold-catalyzed variant shows complete chemoselectivity for acyl chlorides over aryl iodides and bromides, enabling straightforward access to halogenated aryl ketones. |
Funding agencies | Centre national de la recherche scientifique (CNRS). France Université Paul Sabatier (UPS) Agence Nationale de la Recherche. France |
Project ID. | CE07-0001-02
![]() |
Citation | Hidalgo Reinoso, N., Le Gac, A., Mallet-Ladeira, S., Bouhadir, G. y Bourissou, D. (2023). Chemo-selective Stille-type coupling of acyl-chlorides upon phosphine-borane Au(i) catalysis. Chemical Science, 15 (14), 5187-5191. https://doi.org/10.1039/D3SC06193K. |
Files | Size | Format | View | Description |
---|---|---|---|---|
Chemo-selective Stille.pdf | 697.8Kb | ![]() | View/ | |