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%.
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页数:11
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共 45 条
  • [1] C(sp2)-C(sp) and C(sp)-C(sp) coupling reactions catalyzed by oxime-derived palladacycles
    Alonso, DA
    Nájera, C
    Pacheco, MC
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (9-10) : 1146 - 1158
  • [2] An N-Heterocyclic Carbene-Nickel Half-Sandwich Complex as a Precatalyst for Suzuki Miyaura Coupling of Aryl/Heteroaryl Halides with Aryl/Heteroarylboronic Acids
    Ando, Shin
    Matsunaga, Hirofumi
    Ishizuka, Tadao
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (02) : 1266 - 1272
  • [3] Recent advances in pincer-nickel catalyzed reactions
    Arora, Vinay
    Narjinari, Himani
    Nandi, Pran Gobinda
    Kumar, Akshai
    [J]. DALTON TRANSACTIONS, 2021, 50 (10) : 3394 - 3428
  • [4] One ligand fits all: Cationic mono(amidinate) alkyl catalysts over the full size range of the group 3 and lanthanide metals
    Bambirra, S
    Bouwkamp, MW
    Meetsma, A
    Hessen, B
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (30) : 9182 - 9183
  • [5] Cobalt-N-Heterocyclic Carbene Complexes in Catalysis
    Bera, Sourav Sekhar
    Szostak, Michal
    [J]. ACS CATALYSIS, 2022, 12 (05) : 3111 - 3137
  • [6] Synthesis of Pd +2 complexes of Schiff bases containing methyl 2-amino-6-benzyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate and spectral and catalytic activities
    Buldurun, Kenan
    Saridag, Tayfun
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2023, 1273
  • [7] Phosphine-Free Well-Defined Mn(I) Complex-Catalyzed Synthesis of Amine, Imine, and 2,3-Dihydro-1H-perimidine via Hydrogen Autotransfer or Acceptorless Dehydrogenative Coupling of Amine and Alcohol
    Das, Kalicharan
    Mondal, Avijit
    Pal, Debjyoti
    Srivastava, Hemant Kumar
    Srimani, Dipankar
    [J]. ORGANOMETALLICS, 2019, 38 (08) : 1815 - 1825
  • [8] Efficient Suzuki-Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds
    Ding, Fu
    Li, Yanli
    Yan, Pingxuan
    Deng, Yan
    Wang, Dongping
    Zhang, Yajing
    Dragutan, Ileana
    Dragutan, Valerian
    Wang, Kangjun
    [J]. MOLECULES, 2018, 23 (10):
  • [9] Synthesis, molecular structure, and solution-dependent behavior of nickel complexes chelating anilido-imine donors and their catalytic activity toward olefin polymerization
    Gao, HY
    Guo, WJ
    Bao, F
    Gui, GQ
    Zhang, JK
    Zhu, FM
    Wu, Q
    [J]. ORGANOMETALLICS, 2004, 23 (26) : 6273 - 6280
  • [10] Rare-Earth Metal Bis(alkyl)s Supported by a Quinolinyl Anilido-Imine Ligand: Synthesis and Catalysis on Living Polymerization of ε-Caprolactone
    Gao, Wei
    Cui, Dongmei
    Liu, Xiaoming
    Zhang, Yu
    Mu, Ying
    [J]. ORGANOMETALLICS, 2008, 27 (22) : 5889 - 5893