Palladium complexes with ethylene-bridged bis(N-heterocyclic carbene) for C-C coupling reactions

被引：163
|
作者：
Lee, HM [1 ]
Lu, CY [1 ]
Chen, CY [1 ]
Chen, WL [1 ]
Lin, HC [1 ]
Chiu, PL [1 ]
Cheng, PY [1 ]
机构：
[1] Natl Changhua Univ Educ, Dept Chem, Changhua 50058, Taiwan
来源：
TETRAHEDRON | 2004年 / 60卷 / 27期
关键词：
C-C coupling reactions; chelating N-heterocyclic carbenes; palladium(II) complexes;
D O I：
10.1016/j.tet.2004.04.070
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of new ethylene-bridged bis(imidazolium) halides with various N-substitutions were synthesized. Complexation of these imidazolium halides with Pd(OAc)(2) produced new Pd(II) ethylene-bridged bis(carbene) complexes. Crystallographic analyses of some of the new imidazolium salts and Pd(II) complexes were determined. Applications of these seven-member palladacycles in Suzuki and Heck coupling reactions produced comparable catalytic activities to those of six-member analogs. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5807 / 5825
页数：19
相关论文
共 50 条
  • [1] New Progress in C-C Coupling Reactions Catalyzed by Supported N-Heterocyclic Carbene Palladium Complex
    Yuan, Dingzhong
    Zhang, Qinghua
    Liao, Shijun
    Xiong, Wenwen
    Yuan, Ligang
    Cai, Qisheng
    Yang, Mengmei
    Li, Xiong
    Jiang, Yejia
    Liu, Yan
    Li, Ping
    Xu, Zhenshuai
    Sun, Panpan
    Geng, Huiling
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2015, 35 (05) : 961 - 974
  • [2] Novel triphenylarsinyl-functionalized N-heterocyclic carbene ligands in palladium-catalyzed C-C coupling reactions
    Stiemke, Frank
    Gjikaj, Mimoza
    Kaufmann, Dieter E.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2009, 694 (01) : 5 - 13
  • [3] Nickel(II) N-Heterocyclic Carbene Complexes: Versatile Catalysts for C-C, C-S and C-N Coupling Reactions
    Benitez Junquera, Lourdes
    Fernandez, Francys E.
    Carmen Puerta, M.
    Valerga, Pedro
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2017, (19) : 2547 - 2556
  • [4] A new library of arsine, stibine-stabilized N-heterocyclic carbene palladium complexes: synthesis, structures and activities in C-C and C-N coupling reactions
    Yang, Jin
    Li, Pinhua
    Zhang, Yicheng
    Wang, Lei
    DALTON TRANSACTIONS, 2014, 43 (37) : 14114 - 14122
  • [5] C-C and C-H bond activation reactions in N-heterocyclic carbene complexes of ruthenium
    Jazzar, RFR
    Macgregor, SA
    Mahon, MF
    Richards, SP
    Whittlesey, MK
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (18) : 4944 - 4945
  • [6] Triarylamine polymers of bridged phenylenes by (N-heterocyclic carbene)-palladium catalysed C-N coupling
    Sprick, Reiner Sebastian
    Hoyos, Mario
    Morrison, John James
    Grace, Iain Mark
    Lambert, Colin
    Navarro, Oscar
    Turner, Michael Lewis
    JOURNAL OF MATERIALS CHEMISTRY C, 2013, 1 (20) : 3327 - 3336
  • [7] N-heterocyclic carbene-catalyzed reactions of C-C unsaturated bonds
    Chen, Xiang-Yu
    Ye, Song
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (46) : 7991 - 7998
  • [8] Polyoxometalate-Based N-Heterocyclic Carbene (NHC) Complexes for Palladium-Mediated C-C Coupling and Chloroaryl Dehalogenation Catalysis
    Berardi, Serena
    Carraro, Mauro
    Iglesias, Manuel
    Sartorel, Andrea
    Scorrano, Gianfranco
    Albrecht, Martin
    Bonchio, Marcella
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (35) : 10662 - 10666
  • [9] Dinuclear, tetranuclear and polynuclear copper(I)-ethylene-bridged bis-N-heterocyclic carbene complexes
    Sathyanarayana, Arruri
    Metla, Bhanu Prakasa Rao
    Sampath, Natarajan
    Prabusankar, Ganesan
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 772 : 210 - 216
  • [10] Donor-functionalized heterocyclic carbene complexes of palladium(II): Efficient catalysts for C-C coupling reactions
    McGuinness, DS
    Cavell, KJ
    ORGANOMETALLICS, 2000, 19 (05) : 741 - 748
12345