Application of dimeric orthopalladate complex of homoveratrylamine as an efficient catalyst in the Heck cross-coupling reaction

被引：41
|
作者：
Hajipour, Abdol R. [1 ,2 ]
Karami, Kazem [2 ]
Pirisedigh, Azadeh [1 ]
Ruoho, Arnold E. [1 ]
机构：
[1] Univ Wisconsin, Dept Pharmacol, Sch Med, Madison, WI 53706 USA
[2] Isfahan Univ Technol, Dept Chem, Pharmaceut Res Lab, Esfahan 84156, Iran
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2009年 / 694卷 / 16期
关键词：
Orthopalladate; Homoveratrylamine; Catalyst; Heck reaction; N-HETEROCYCLIC CARBENE; PHOSPHA-PALLADACYCLES; PALLADIUM COMPLEXES; CYCLOMETALATED COMPLEXES; MOLECULAR-STRUCTURE; ARYL CHLORIDES; PRIMARY AMINES; TRICYCLOHEXYLPHOSPHINE ADDUCTS; STRUCTURAL-CHARACTERIZATION; CYCLOPALLADATED COMPLEXES;
D O I：
10.1016/j.jorganchem.2009.04.003
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The [Pd{C6H2(CH2CH2NH2)-(OMe)(2),3,4} (mu-Br)](2) complex of homoveratrylamine was synthesized and its application in the Heck coupling reaction was studied. This complex had been demonstrated to be active and efficient catalyst for the Heck reaction of aryl iodides, bromides and even chlorides. The cross-coupled products were produced in excellent yields in a short reaction time using catalytic amounts of [Pd{C6H2(CH2CH2NH2)-(OMe)(2),3,4} (mu-Br)](2) complex in N-methyl-2-pyrrolidinone (NMP at 130 degrees C). (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码：2548 / 2554
页数：7
相关论文
共 50 条
  • [21] Biopolymer-Metal Complex Wool-Pd: An Efficient and Reusable Heterogeneous Catalyst for the Heck Cross-Coupling Reactions and Aerobic Oxidation of Alcohols in Aqueous Media
    Wu, Shang
    Zhang, Hong
    Wang, Yanbin
    Su, Qiong
    Lei, Ziqiang
    Wu, Lan
    LETTERS IN ORGANIC CHEMISTRY, 2014, 11 (10) : 774 - 779
  • [22] An efficient palladium catalyzed Mizoroki-Heck cross-coupling in water
    Jadhav, Sanjay N.
    Rode, Chandrashekhar V.
    GREEN CHEMISTRY, 2017, 19 (24) : 5958 - 5970
  • [23] Triphenylphosphite and ionic liquids: positive effects in the Heck cross-coupling reaction
    Cardenas, Juan C.
    Fadini, Luca
    Sierra, Cesar A.
    TETRAHEDRON LETTERS, 2010, 51 (52) : 6867 - 6870
  • [24] Polyethylene glycol-supported recyclable NC palladacycle catalyst for Heck cross-coupling reactions
    Karami, Kazem
    Moghadam, Zohreh Karami
    Hosseini-Kharat, Mahboubeh
    CATALYSIS COMMUNICATIONS, 2014, 43 : 25 - 28
  • [25] Palladium tetrazole–supported complex as an efficient catalyst for the Heck reaction
    Ying He
    Chun Cai
    Transition Metal Chemistry, 2011, 36 : 113 - 117
  • [26] Cross-Coupling Catalysis by an Anionic Palladium Complex
    Schroeter, Felix
    Soellner, Johannes
    Strassner, Thomas
    ACS CATALYSIS, 2017, 7 (04): : 3004 - 3009
  • [27] Anchoring of palladium(II) in chemically modified mesoporous silica: An efficient heterogeneous catalyst for Suzuki cross-coupling reaction
    Bhunia, Susmita
    Sen, Rupam
    Koner, Subratanath
    INORGANICA CHIMICA ACTA, 2010, 363 (14) : 3993 - 3999
  • [28] Iron-catalyzed cross-coupling reaction: Heterogeneous palladium and copper-free Heck and Sonogashira cross-coupling reactions catalyzed by a reusable Fe(III) complex
    Hajipour, Abdol R.
    Abolfathi, Parisa
    Tavangar-Rizi, Zeinab
    APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (06)
  • [29] Palladacycles as precatalysts in Heck and cross-coupling reactions
    Muñoz, MP
    Martín-Matute, B
    Fernández-Rivas, C
    Cárdenas, DJ
    Echavarren, AM
    ADVANCED SYNTHESIS & CATALYSIS, 2001, 343 (04) : 338 - 342
  • [30] Palladacycle phosphine complexes as homogeneous catalysts for the Heck cross-coupling reaction at low catalyst loading under aerobic conditions
    Sabounchei, Seyyed Javad
    Ahmadi, Mohsen
    INORGANICA CHIMICA ACTA, 2013, 405 : 15 - 23
12345