Olefin Hydroarylation Catalyzed by a Single-Component Cobalt(-I) Complex

被引：6
|
作者：
Suslick, Benjamin A. [1 ,2 ]
Tilley, T. Don [1 ,2 ]
机构：
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
[2] Lawrence Berkeley Natl Lab, Chem Sci Div, Berkeley, CA 94720 USA
来源：
ORGANIC LETTERS | 2021年 / 23卷 / 04期
基金：
美国国家科学基金会; 美国国家卫生研究院;
关键词：
D O I：
10.1021/acs.orglett.1c00258
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A single-component Co(-I) catalyst, [(PPh3)(3)Co(N-2)]Li-(THF)(3), has been developed for olefin hydroarylations with (N-aryl)aryl imine substrates. More than 40 examples were examined under mild reaction conditions to afford the desired alkyl-arene product in good to excellent yields. Catalysis occurs in a regioselective manner to afford exclusively branched products with styrene-derived substrates or linear products for aliphatic olefins. Electron-withdrawing functional groups (e.g., -F, -CF3, and -CO2Me) were tolerated under the reaction conditions.
引用
收藏
页码：1495 / 1499
页数：5
相关论文
共 50 条
  • [1] A zwitterionic zirconocene alkyl complex as a single-component α-olefin dimerization catalyst
    van der Heijden, H
    Hessen, B
    Orpen, AG
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (05) : 1112 - 1113
  • [2] Zwitterionic zirconocene alkyl complex as a single-component α-olefin dimerization catalyst
    van, der Heijden, Harry
    Hessen, Bart
    Orpen, A. Guy
    Journal of the American Chemical Society, 1998, 120 (05):
  • [3] Cobalt-Catalyzed Intramolecular Olefin Hydroarylation Leading to Dihydropyrroloindoles and Tetrahydropyridoindoles
    Ding, Zhenhua
    Yoshikai, Naohiko
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (33) : 8574 - 8578
  • [4] Rh(I)-Catalyzed Olefin Hydroarylation with Electron-Deficient Perfluoroarenes
    Sun, Zhong-Ming
    Zhang, Jing
    Manan, Rajith S.
    Zhao, Pinjing
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (20) : 6935 - +
  • [5] Mechanistic Interrogation of Alkyne Hydroarylations Catalyzed by Highly Reduced, Single-Component Cobalt Complexes
    Suslick, Benjamin A.
    Tilley, T. Don
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (25) : 11203 - 11218
  • [6] N-H Imine as a Powerful Directing Group for Cobalt-Catalyzed Olefin Hydroarylation
    Xu, Wengang
    Yoshikai, Naohiko
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (41) : 12731 - 12735
  • [7] White OLED with a Single-Component Europium Complex
    Law, Ga-Lai
    Wong, Ka-Leung
    Tam, Hoi-Lam
    Cheah, Kok-Wai
    Wong, Wing-Tak
    INORGANIC CHEMISTRY, 2009, 48 (22) : 10492 - 10494
  • [8] Rapid Olefin Cyclopropanation Catalyzed by a Bioinspired Cobalt Complex
    Tan, Liming
    Wu, Keyang
    Li, Gang
    CHEMISTRY-AN ASIAN JOURNAL, 2023, 18 (24)
  • [9] Olefin insertion reactions at single-component metallocene Ziegler catalysts.
    Erker, G
    Dahlmann, M
    Fröhlich, R
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 218 : U798 - U799
  • [10] Cobalt-catalyzed hydroarylation of alkenes
    Sanders, Tyler M.
    Perry, Marc C.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
12345