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

页码：1495 / 1499

页数：5

共 50 条

[31] A Single-Component Molecular Metal Based on a Thiazole Dithiolate Gold Complex
Tenn, Nadine
Bellec, Nathalie
Jeannin, Olivier
Piekara-Sady, Lidia
Auban-Senzier, Pascale
Iniguez, Jorge
Canadell, Enric
Lorcy, Dominique
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (46) : 16961 - 16967
[32] Electrophoretic deposition of alumina and zirconia - I. Single-component systems
Maca, K
Hadraba, H
Cihlar, J
CERAMICS INTERNATIONAL, 2004, 30 (06) : 843 - 852
[33] Gold(I)-catalyzed intramolecular hydroarylation of allenes
Tarselli, Michael A.
Gagne, Michel R.
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (06): : 2439 - 2441
[34] Gold(I)-catalyzed hydroarylation of allenes with indoles
Toups, Kristina L.
Liu, Gordon T.
Widenhoefer, Ross A.
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2009, 694 (04) : 571 - 575
[35] Cobalt complex with a tetradentate aminopyridine ligand: a single-component and efficient catalytic system for the cycloaddition reactions of CO2 and epoxides
Yu, Ning
Zhang, Bowen
Liang, Shuyan
Shi, Minghui
Han, Feng
Zhang, Congcong
Yang, Qingfeng
Miao, Chengxia
NEW JOURNAL OF CHEMISTRY, 2025, 49 (04) : 1430 - 1439
[36] Mechanism of a cobalt-catalyzed hydroarylation reaction and origin of stereoselectivity
Wang, Yang
Gong, Kaili
Zhang, Han
Liu, Yue
Wei, Donghui
CATALYSIS SCIENCE & TECHNOLOGY, 2022, 12 (13) : 4380 - 4387
[37] Tandem catalysis: The sequential mediation of olefin metathesis, hydrogenation, and hydrogen transfer with single-component Ru complexes
Louie, J
Bielawski, CW
Grubbs, RH
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (45) : 11312 - 11313
[38] Light-Driven Cobalt Hydride Catalyzed Hydroarylation of Styrenes
Bergamaschi, Enrico
Mayerhofer, Victor J.
Teskey, Christopher J.
ACS CATALYSIS, 2022, 12 (24) : 14806 - 14811
[39] DFT Investigation on the Enantioselectivity of Olefin Carboacylation Catalyzed by a Rh(I) Complex
Cheng Xue-Li
Li Li-Qing
Han Yin-Feng
Tan Qing-Long
Xia Qi-Ying
CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2020, 39 (04) : 630 - 642
[40] On the Initiation Mechanism of Syndiospecific Styrene Polymerization Catalyzed by Single-Component ansa-Lanthanidocenes
Perrin, Lionel
Sarazin, Yann
Kirillov, Evgueni
Carpentier, Jean-Francois
Maron, Laurent
CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (15) : 3773 - 3783

← 1 2 3 4 5 →