Iron(0), rhodium(I) and palladium(II) complexes with p-(N,N-dimethylaminophenyl) diphenylphosphine and the application of the palladium complex as a catalyst for the Suzuki-Miyaura cross-coupling reaction

被引:15
|
作者
Sarmah, Chandan [1 ]
Borah, Malabika [1 ]
Das, Pankaj [1 ]
机构
[1] Dibrugarh Univ, Dept Chem, Dibrugarh 786004, Assam, India
关键词
aminophosphine ligand; metal complex; Suzuki-Miyaura reaction; aqueous solvent; room temperature; N-HETEROCYCLIC CARBENES; HIGHLY-ACTIVE CATALYST; ARYL CHLORIDES; COORDINATION CHEMISTRY; HEMILABILE LIGANDS; EFFICIENT; DERIVATIVES; HYDROFORMYLATION; AMINATION; BEHAVIOR;
D O I
10.1002/aoc.1801
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The reaction of p-(N,N-dimethylaminophenyl)diphenylphosphine [PPh2(p-C6H4NMe2)] with [Fe-3(CO)(12)], [Rh(CO)(2)Cl](2) and PdCl2 resulted in three new mononuclear complexes, {Fe(CO)(4)(n(1)-(P)-PPh2(p-C6H4NMe2)]} (1a), trans-{Rh(CO)Cl[n(1)-(P)-PPh2(p-C6H4NMe2)](2)} (2) and trans-{PdCl2[n(1)-(P)-PPh2(p-C6H4NMe2)](2)} (3), respectively. A small amount of dinuclear nonmetal-metal bonded complex, {Fe-2(CO)8[mu,-(P,N)-PPh2(p-C6H4NMe2)]} (1b), was also isolated as a side product in the reaction of (Fe-3(CO)(12)]. The complexes were characterized by elemental analyses, mass, IR, UV-vis, H-1, C-13 (except 1b) and P-31{H-1} NMR spectroscopy. The Pd complex 3 effectively catalyzes the Suzuki - Miyaura cross-coupling reactions of aryl halides with arylboronic acids in water - isopropanol (1 : 1) at room temperature. Excellent yields (up to 99% isolated yield) were achieved. The effects of different solvents, bases, catalyst quantities were also evaluated. Copyright (C) 2011 John Wiley & Sons, Ltd.
引用
收藏
页码:552 / 558
页数:7
相关论文
共 50 条
  • [1] Palladium(II) Complexes with Chelating Biscarbene Ligands in the Catalytic Suzuki-Miyaura Cross-Coupling Reaction
    Micksch, Maik
    Strassner, Thomas
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (35) : 5872 - 5880
  • [2] A highly efficient memantine-modified palladium catalyst for Suzuki-Miyaura cross-coupling reaction
    Wu, Qinxu
    Wu, Leilei
    Zhang, Lei
    Fu, Haiyan
    Zheng, Xueli
    Chen, Hua
    Li, Ruixiang
    TETRAHEDRON, 2014, 70 (21) : 3471 - 3477
  • [3] Preparation and application of indolyl secondary phosphine oxides in palladium complexes catalyzed Suzuki-Miyaura cross-coupling reaction
    Chang, Yen-Yu
    Hong, Fung-E
    TETRAHEDRON, 2013, 69 (10) : 2327 - 2335
  • [4] Highly Efficient Bulky α-Diimine Palladium Complexes for Suzuki-Miyaura Cross-Coupling Reaction
    Huo, Ping
    Li, Jingbo
    Liu, Wanyun
    Mei, Guangquan
    CHINESE JOURNAL OF CHEMISTRY, 2017, 35 (03) : 363 - 367
  • [5] Polystyrene-supported palladium(II) N,N-dimethylethylenediamine complex: A recyclable catalyst for Suzuki-Miyaura cross-coupling reactions in water
    Balaswamy, Kodicherla
    Pullaiah, Perumgani C.
    Srinivas, Keesara
    Rao, Mandapati Mohan
    INORGANICA CHIMICA ACTA, 2014, 423 : 95 - 100
  • [6] Azo-azomethine based palladium(II) complexes as catalysts for the Suzuki-Miyaura cross-coupling reaction
    Sunbul, Ali Burak
    Inan, Ayse
    Kose, Muhammet
    Evren, Enes
    Gurbuz, Nevin
    Ozdemir, Ismail
    Ikiz, Mesut
    Dag, Ayse Kazanci
    Ispir, Esin
    JOURNAL OF MOLECULAR STRUCTURE, 2020, 1216 (1216)
  • [7] Suzuki-Miyaura cross-coupling reaction of aryl bromides catalyzed by palladium(II) pyridoxal hydrazone complexes
    Pandiarajan, Devaraj
    Ramesh, Rengan
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2012, 708 : 18 - 24
  • [8] Convenient and efficient Suzuki-Miyaura cross-coupling reactions catalyzed by palladium complexes containing N,N,O-tridentate ligands
    Patil, Siddappa A.
    Weng, Chia-Ming
    Huang, Po-Cheng
    Hong, Fung-E
    TETRAHEDRON, 2009, 65 (15) : 2889 - 2897
  • [9] Ligand Steric Effects of α-Diimine Nickel(II) and Palladium(II) Complexes in the Suzuki-Miyaura Cross-Coupling Reaction
    Talukder, Md Muktadir
    Cue, John Michael O.
    Miller, Justin T.
    Gamage, Prabhath L.
    Aslam, Amina
    McCandless, Gregory T.
    Biewer, Michael C.
    Stefan, Mihaela C.
    ACS OMEGA, 2020, 5 (37): : 24018 - 24032
  • [10] Impregnated palladium on magnetite, a new catalyst for the ligand-free cross-coupling Suzuki-Miyaura reaction
    Cano, Rafael
    Ramon, Diego J.
    Yus, Miguel
    TETRAHEDRON, 2011, 67 (30) : 5432 - 5436