Organometallic Nickel(III) Complexes Relevant to Cross-Coupling and Carbon-Heteroatom Bond Formation Reactions

被引：160
|
作者：
Zheng, Bo [1 ]
Tang, Fengzhi [1 ]
Luo, Jia [1 ]
Schultz, Jason W. [1 ]
Rath, Nigam P. [2 ]
Mirica, Liviu M. [1 ]
机构：
[1] Washington Univ, Dept Chem, St Louis, MO 63130 USA
[2] Univ Missouri, Dept Chem & Biochem, St Louis, MO 63121 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 17期
基金：
美国国家科学基金会;
关键词：
COENZYME-M REDUCTASE; TRANSITION-METAL-COMPLEXES; UNACTIVATED ALKYL-HALIDES; ELECTRON-SPIN-RESONANCE; RAY CRYSTAL-STRUCTURE; OXYGEN-ATOM TRANSFER; OXIDATIVE-ADDITION; NITROUS-OXIDE; REACTIVITY; ARYL;
D O I：
10.1021/ja5024749
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Nickel complexes have been widely employed as catalysts in C-C and C heteroatom bond formation reactions. In addition to Ni(0) and Ni(II) intermediates, several Ni-catalyzed reactions are proposed to also involve odd-electron Ni(I) and Ni(III) oxidation states. We report herein the isolation, structural and spectroscopic characterization, and organometallic reactivity of Ni(III) complexes containing aryl and alkyl ligands. These Ni(III) species undergo transmetalation and/or reductive elimination reactions to form new C-C or C heteroatom bonds and are also competent catalysts for Kumada and Negishi cross-coupling reactions. Overall, these results provide strong evidence for the direct involvement of organometallic Ni(111) species in cross-coupling reactions and oxidatively induced C-heteroatom bond formation reactions.
引用
收藏
页码：6499 / 6504
页数：6
相关论文
共 50 条
  • [31] Microwave assisted carbon-heteroatom bond forming reactions
    Stockland, Robert A., Jr.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U2167 - U2167
  • [32] Design of Carbon-carbon and Carbon-heteroatom Bond Formation Reactions under Green Conditions
    Kerru, Nagaraju
    Maddila, Suresh
    Jonnalagadda, Sreekantha B.
    CURRENT ORGANIC CHEMISTRY, 2019, 23 (28) : 3154 - 3190
  • [33] Task-Specific Ionic Liquids Catalyzed Carbon-Heteroatom Bond Formation Reactions
    Li Man
    Yang Lei
    Han Feng
    Chen Jing
    Xia Chungu
    PROGRESS IN CHEMISTRY, 2013, 25 (06) : 940 - 960
  • [34] Highly Active Dinuclear Titanium(IV) Complexes for the Catalytic Formation of a Carbon-Heteroatom Bond
    Bhattacharjee, Jayeeta
    Harinath, Adimulam
    Banerjee, Indrani
    Nayek, Hari Pada
    Panda, Tarun K.
    INORGANIC CHEMISTRY, 2018, 57 (20) : 12610 - 12623
  • [35] Trifluoromethylation-Initiated Remote Cross-Coupling of Carbonyl Compounds to Form Carbon-Heteroatom/Carbon Bonds
    Huang, Lin
    Zheng, Sheng-Cai
    Tan, Bin
    Liu, Xin-Yuan
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (18) : 6718 - 6722
  • [36] Carbon-heteroatom vs. carbon-carbon bond formation from organorhodium complexes.
    Stockland, RA
    Hasler, A
    Pauley, S
    Guzei, IA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 228 : U899 - U899
  • [37] Palladium catalyzed cross-coupling reactions for phosphorus-carbon bond formation
    Schwan, AL
    CHEMICAL SOCIETY REVIEWS, 2004, 33 (04) : 218 - 224
  • [38] Nickel-Catalyzed CO/CH Cross-Coupling Reactions for CC Bond Formation
    Chen, Tieqiao
    Han, Li-Biao
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (30) : 8600 - 8602
  • [39] Photoredox sheds new light on nickel catalysis: from carbon-carbon to carbon-heteroatom bond formation
    Gui, Yong-Yuan
    Sun, Liang
    Lu, Zhi-Peng
    Yu, Da-Gang
    ORGANIC CHEMISTRY FRONTIERS, 2016, 3 (04): : 522 - 526
  • [40] Carbon-carbon and carbon-heteroatom bond forming reactions in continuous flow
    Noel, Timothy
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
12345