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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
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Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium
Univ Ghent, Ctr Sustainable Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium

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Belis, Marek
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Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium
Univ Ghent, Ctr Sustainable Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium

Van Hecke, Kristof
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Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium
Univ Ghent, Ctr Sustainable Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium

Nolan, Steven P.
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Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium
Univ Ghent, Ctr Sustainable Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium

Cazin, Catherine S. J.
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Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium
Univ Ghent, Ctr Sustainable Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium Univ Ghent, Dept Chem, Krijgslaan 281,S-3, B-9000 Ghent, Belgium
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.
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页数:8
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