Nickel complexes bearing N,N,N-tridentate quinolinyl anilido-imine ligands: Synthesis, characterization and catalysis in Suzuki-Miyaura cross-coupling reaction

被引:1
|
作者
Zhou, Xiaoyu [1 ]
Xu, Hui [1 ]
Hao, Zhiqiang [1 ]
Han, Zhangang [1 ]
Lu, Guo-Liang [2 ]
Lin, Jin [1 ]
机构
[1] Hebei Normal Univ, Coll Chem & Mat Sci, Natl Expt Chem Teaching Ctr, Hebei Key Lab Organ Funct Mol, Shijiazhuang 050024, Peoples R China
[2] Univ Auckland, Fac Med & Hlth Sci, Auckland Canc Soc Res Ctr, Private Bag 92019, Auckland 1142, New Zealand
关键词
Anilido-Imine ligands; Nickel complexes; Suzuki-Miyaura cross-coupling; MOLECULAR-STRUCTURE; ARYL CHLORIDES; GENERAL-METHOD; PALLADIUM; POLYMERIZATION; BEHAVIOR; HALIDES;
D O I
10.1016/j.poly.2023.116676
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Four nickel complexes incorporating N,N,N-quinolinyl anilido-imine ligands based on ortho-C6H4F(CH = NAr) and 8-aminoquinoline, Ni[{2-[ArN = C(H)]C6H4}N(8-C9H6N)]Br (Ar = 2,6-iPr2C6H3 (1a), 2,4,6-(CH3)3C6H2 (1b), 4-BrC6H4 (1c)) and Ni[{2-[ArN = C(H)]C6H4}N(8-C9H6N)]2 (Ar = 4-ClC6H4 (1d)) were synthesized and structurally characterized by HR-MS, IR, NMR spectroscopy and X-ray crystallography. These nickel(II) complexes were used in Suzuki-Miyaura coupling and exhibited moderate to excellent catalytic activity with a low catalyst loading of 2.0 mol%.
引用
收藏
页数:11
相关论文
共 50 条
  • [31] Aqueous cross-coupling:: highly efficient Suzuki-Miyaura coupling of N-heteroaryl halides and N-heteroarylboronic acids
    Fleckenstein, Christoph A.
    Plenio, Herbert
    GREEN CHEMISTRY, 2007, 9 (12) : 1287 - 1291
  • [32] C,N-Palladacycles Containing N-Heterocyclic Carbene and Azido Ligands - Effective Catalysts for Suzuki-Miyaura Cross-Coupling Reactions
    Kim, Yong-Joo
    Lee, Jung-Hyun
    Kim, Taejung
    Ham, Jungyeob
    Zheng, Zhen Nu
    Lee, Soon W.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (36) : 6011 - 6017
  • [33] Nickel-Catalyzed One-Pot Suzuki-Miyaura Cross-Coupling of Phenols and Arylboronic Acids Mediated by N,N-Ditosylaniline
    Chen, Liangshun
    Lang, Hongyue
    Fang, Lei
    Zhu, Mengyun
    Liu, Jinqian
    Yu, Jianjun
    Wang, Limin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (23) : 4953 - 4957
  • [34] Preformed Pd(II) Catalysts Based on Monoanionic [N,O] Ligands for Suzuki-Miyaura Cross-Coupling at Low Temperature
    Andrews, Matthew J.
    Brunen, Sebastian
    McIntosh, Ruaraidh D.
    Mansell, Stephen M.
    CATALYSTS, 2023, 13 (02)
  • [35] Highly active palladium complexes of O-functionalized N-heterocyclic carbenes (NHC) for Suzuki-Miyaura cross-coupling reaction
    Ray, Lipika
    Ghosh, Prasenjit
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 127 - 127
  • [36] Suzuki-Miyaura cross-coupling of aryl chlorides catalyzed by palladium precatalysts of N/O-functionalized pyrazolyl ligands
    John, Alex
    Shaikh, Mobin M.
    Ghosh, Prasenjit
    INORGANICA CHIMICA ACTA, 2010, 363 (12) : 3113 - 3121
  • [37] Indolyl Phosphine Nickel(II) Fluorido Complexes: Synthesis and Intermediates in Suzuki-Miyaura Cross-Coupling Reactions
    He, Ouchan
    Cula, Beatrice
    Braun, Thomas
    HELVETICA CHIMICA ACTA, 2023, 106 (02)
  • [38] Suzuki-miyaura cross-coupling reactions catalyzed by N-heterocyclic carbene palladium complex
    Shi, Ji-Cheng
    Cao, Xin-Hua
    Zheng, Ying
    Jia, Li
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2007, 27 (05) : 666 - 669
  • [39] α-Hydroxyimine palladium complexes: Synthesis, molecular structure, and their activities towards the Suzuki-Miyaura cross-coupling reaction
    Tang, Xiao
    Huang, Ying-Tang
    Liu, Huan
    Liu, Rui-Zhi
    Shen, Dong-Sheng
    Liu, Ning
    Liu, Feng-Shou
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 729 : 95 - 102
  • [40] Nickel(ii) N-heterocyclic carbene complexes as efficient catalysts for the Suzuki-Miyaura reaction
    Soliev, S. B.
    Astakhov, A., V
    Pasyukov, D., V
    Chernyshev, V. M.
    RUSSIAN CHEMICAL BULLETIN, 2020, 69 (04) : 683 - 690