Development of Bronsted Base-Photocatalyst Hybrid Systems for Highly Efficient C-C Bond Formation Reactions of Malonates with Styrenes

被引:41
|
作者
Bas, Sebastian [1 ]
Yamashita, Yasuhiro [1 ]
Kobayashi, Shu [1 ]
机构
[1] Univ Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会;
关键词
photocatalysis; hybrid catalysis; Bronsted base; malonates; radical process; CATALYTIC RADICAL-ADDITION; PHOTOCHEMICAL MONOALKYLATION; ALKENES; SUBSTITUTION; REACTIVITY;
D O I
10.1021/acscatal.0c02716
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Bronsted base-photocatalyst hybrid systems have been developed for reactions of malonates with styrene derivatives. The concept of this process lies in the photo-oxidation of catalytic amounts of the enolate to form reactive radicals that react with alkene double bonds under mild reaction conditions. This is an example of visible-light-activated C-C bond formation reactions of malonates with alkenes to realize high atom economy under very mild reaction conditions without using any transition-metal catalysts.
引用
收藏
页码:10546 / 10550
页数:5
相关论文
共 50 条
  • [1] Highly active hybrid mesoporous silica-supported base organocatalysts for C-C bond formation
    Erigoni, A.
    Hernandez-Soto, M. C.
    Rey, F.
    Segarra, C.
    Diaz, U.
    CATALYSIS TODAY, 2020, 345 : 227 - 236
  • [2] Development of a Simple Adjustable Zinc Acid/Base Hybrid Catalyst for C-C and C-O Bond-Forming and C-C Bond-Cleavage Reactions
    Yamashita, Yasuhiro
    Minami, Kodai
    Saito, Yuki
    Kobayashi, Shu
    CHEMISTRY-AN ASIAN JOURNAL, 2016, 11 (17) : 2372 - 2376
  • [3] Design and development of multi-enzyme systems for facile and efficient C-C bond formation
    Garcia-Junceda, E.
    Iturrate, L.
    Sanchez-Moreno, I.
    NEW BIOTECHNOLOGY, 2009, 25 : S84 - S85
  • [4] Natural eutectogels: sustainable catalytic systems for C-C bond formation reactions
    Saavedra, Beatriz
    Meli, Alessandro
    Rizzo, Carla
    Ramon, Diego J.
    D'Anna, Francesca
    GREEN CHEMISTRY, 2021, 23 (17) : 6555 - 6565
  • [5] TRIALKYLALUMINUM MEDIATED C-C BOND FORMATION REACTIONS
    CLERK, MD
    STURGE, KC
    ZAWOROTKO, MJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1989, 198 : 379 - INOR
  • [6] Aluminum bis(trifluoromethylsulfonyl)amides: New highly efficient and remarkably versatile catalysts for C-C bond formation reactions
    Marx, Andreas
    Yamamoto, Hisashi
    2000, Wiley-VCH Verlag (39):
  • [7] Aluminum bis(trifluoromethylsulfonyl)amides: New highly efficient and remarkably versatile catalysts for C-C bond formation reactions
    Marx, A
    Yamamoto, H
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2000, 39 (01) : 178 - +
  • [8] Role of Lewis Acid/Bronsted base sites in the formation of C-C bonds
    Bell, Alexis
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 258
  • [9] Highly efficient C-C bond-forming reactions of an α-cyanoketene dithioacetal with aldehydes and ketones
    Zhang, Qian
    Liu, Yu
    Wang, Mang
    Liu, Qun
    Hu, Jianglei
    Yin, Yanbing
    SYNTHESIS-STUTTGART, 2006, (18): : 3009 - 3014
  • [10] Bismuth(III)dichalcogenones as highly active catalysts in multiple C-C bond formation reactions
    Srinivas, Katam
    Sathyanarayana, Arruri
    Babu, Chatla Naga
    Prabusankar, Ganesan
    DALTON TRANSACTIONS, 2016, 45 (12) : 5196 - 5209