A Simple Synthetic Route to Well-Defined [Pd(NHC)Cl(1-tBu-indenyl)] Pre-catalysts for Cross-Coupling Reactions

被引:11
作者
Liu, Yaxu [1 ,2 ]
Scattolin, Thomas [1 ,2 ]
Gobbo, Alberto [1 ,2 ]
Belis, Marek [1 ,2 ]
Van Hecke, Kristof [1 ,2 ]
Nolan, Steven P. [1 ,2 ]
Cazin, Catherine S. J. [1 ,2 ]
机构
[1] Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium
[2] Univ Ghent, Ctr Sustainable Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium
基金
比利时弗兰德研究基金会;
关键词
Buchwald-Hartwig amination; N-heterocyclic carbene ligands; Palladium indenyl complexes; Suzuki-Miyaura cross-coupling; Weak base route; SUZUKI-MIYAURA REACTION; HETEROCYCLIC CARBENE COMPLEXES; (NHC)PD(ALLYL)CL NHC; GENERAL-METHOD; PD-PEPPSI; C-N; PRECATALYST; LIGANDS; PD(I); REACTIVITY;
D O I
10.1002/ejic.202100840
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The development of robust, more efficient, general, easily accessible Pd(II)-NHC pre-catalysts remains a key issue in cross-coupling applications. A selection of well-defined, air and moisture stable [Pd(NHC)Cl(1-Bu-t-indenyl)] (NHC=IPr, IPrCl, IMes, SIMes, IPr*) pre-catalysts have been synthesized in good to excellent yields by reacting [Pd(1-Bu-t-indenyl)(mu-Cl)](2) and various NHC.HCl precursors in the presence of the weak base K2CO3 in green acetone. The synthesized Pd(II)-NHC derivatives displayed excellent catalytic activity in classical Suzuki-Miyaura and Buchwald-Hartwig reactions, especially when IPrCl is employed as ancillary ligand. Additionally, in the challenging Suzuki-Miyaura reaction between esters and arylboronic acids, the [Pd(IPr*)Cl(1-Bu-t-indenyl)] complex exhibited the optimum catalytic activity under very mild reaction conditions.
引用
收藏
页数:8
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