Chemo-selective Stille-type coupling of acyl-chlorides upon phosphine-borane Au(<sc>i</sc>) catalysis

被引:1
|
作者
Hidalgo, Nereida [1 ,2 ]
Le Gac, Arnaud [1 ]
Mallet-Ladeira, Sonia [3 ]
Bouhadir, Ghenwa [1 ]
Bourissou, Didier [1 ]
机构
[1] Univ Paul Sabatier, CNRS, Lab Heterochim Fondamentale & Appl LHFA UMR 5069, 118 Route Narbonne, F-31062 Toulouse 09, France
[2] Univ Seville, Dept Quim Inorgan, Seville 41071, Spain
[3] Inst Chim Toulouse FR 2599, 118 Route Narbonne, F-31062 Toulouse 09, France
关键词
GOLD CATALYSIS; LIGANDS; REACTIVITY; DERIVATIVES; COMPLEXES; CHEMISTRY; EFFICIENT; SILVER;
D O I
10.1039/d3sc06193k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Phosphine-boranes do not promote oxidative addition of acyl chlorides to gold, but the phosphine-borane gold triflimide complex [(Pr2P)-Pr-i(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.
引用
收藏
页码:5187 / 5191
页数:5
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