C-S bond formation catalyzed by N-heterocylic carbene palladium phosphine complexes

被引：41
|
作者：
Fu, Ching-Feng [1 ]
Liu, Yi-Hung [1 ]
Peng, Shei-Ming [1 ]
Liu, Shiuh-Tzung [1 ]
机构：
[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan
来源：
TETRAHEDRON | 2010年 / 66卷 / 12期
关键词：
Palladium; N-Heterocyclic carbene; C-S coupling; Sulfide; CROSS-COUPLING REACTIONS; ARYL HALIDES; THIOLS; CHEMISTRY; REACTIVITY; CHLORIDES; SYSTEM;
D O I：
10.1016/j.tet.2010.01.081
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
N-Heterocyclic carbenes (NHCs) are known to be useful ligands for palladium-complex catalysis It was found that [(NHC)Pd(PPh3)Cl-2] is an effective pre-catalyst in Pd-catalyzed C-S cross coupling reactions to produce the functionalized sulfides in excellent yields The turn over frequency (TOF) for the coupling of p-CH3C6H4Bi with p-CH3C6H4SH reaches to 6 25 (mol Of product) (mole of catalyst)(-1) h(-1) (C) 2010 Elsevier Ltd All rights reserved
引用
收藏
页码：2119 / 2122
页数：4
相关论文
共 50 条
  • [1] Diruthenium tetracarbonyl sawhorse complexes bearing N-heterocylic carbene and phosphine ligands: Synthesis, structural characterization, and catalytic activity
    Rohrabaugh, Thomas N., Jr.
    Doverspike, Joshua C.
    Geib, Steven J.
    Sawyer, Evan D.
    Stibbard, Mitchell R.
    Malosh, Thomas J.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2016, 802 : 1 - 8
  • [2] Recent developments in palladium-catalyzed C-S bond formation
    Li, Jianxiao
    Yang, Shaorong
    Wu, Wanqing
    Jiang, Huanfeng
    ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (11) : 1395 - 1417
  • [3] Asymmetric synthesis of stable α-aminoboronic esters catalyzed by N-heterocylic carbene and copper(I) chloride
    Chen, Jinbo
    Chen, Ling-yan
    Zheng, Yue
    Sun, Zhihua
    RSC ADVANCES, 2014, 4 (40): : 21131 - 21133
  • [4] Synthesis of a palladium(II) complex of a N-heterocylic carbene via transmetalation: crystal structure and antibacterial studies
    Haque, Rosenani A.
    Haziz, Umie F. M.
    Amirul, A. A.
    Shaheeda, Noor
    Razali, Mohd R.
    TRANSITION METAL CHEMISTRY, 2016, 41 (07) : 775 - 781
  • [5] Antitumor effects of N-heterocylic carbene silver acetate complexes compared to cisplatin, carboplatin and oxaliplatin
    Ogrich, Lauren
    Garber, Caroline
    Bauer, Joseph
    Sielski, Stephanie
    Haney, Rebecca
    Hindi, Khadijah
    Knapp, Amanda
    Panzner, Matthew
    Youngs, Wiley
    Lindner, Daniel
    CANCER RESEARCH, 2009, 69
  • [6] Reactions of two-coordinate Ni(I) complexes supported by an N-heterocylic carbene ligand
    Laskowski, Carl A.
    Bungum, Donald J.
    Iluc, Vlad M.
    Hillhouse, Gregory L.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 237
  • [7] Synthesis of a palladium(II) complex of a N-heterocylic carbene via transmetalation: crystal structure and antibacterial studies
    Rosenani A. Haque
    Umie F. M. Haziz
    A. A. Amirul
    Noor Shaheeda
    Mohd R. Razali
    Transition Metal Chemistry, 2016, 41 : 775 - 781
  • [8] Mechanism of N-heterocylic carbene-catalyzed annulation of allenals with chalcones to 3-pyrancarbaldehydes or cyclopentene
    Wei, Xiaoxiao
    Fang, Ran
    Yang, Lizi
    CATALYSIS SCIENCE & TECHNOLOGY, 2015, 5 (06) : 3352 - 3362
  • [9] Palladium-catalyzed C-S bond formation by using N-amido imidazolium salts as ligands
    Byeun, Aleum
    Baek, Kyungkyu
    Han, Min Su
    Lee, Sunwoo
    TETRAHEDRON LETTERS, 2013, 54 (49) : 6712 - 6715
  • [10] In search of new synthetic routes for the preparation of N-heterocylic carbene complexes of first row transition metals
    Gilleland, Daniel
    Meier, Ryan
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
12345