Asymmetric Catalysis with Chiral Frustrated Lewis Pairs

被引:36
作者
Meng, Wei [1 ,2 ]
Feng, Xiangqing [1 ,2 ]
Du, Haifeng [1 ,2 ]
机构
[1] Chinese Acad Sci, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit & Funct, Inst Chem, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
Frustrated Lewis pairs; Asymmetric catalysis; Hydrogenation; Hydrosilylation; Chiral borane; METAL-FREE HYDROGENATION; HIGHLY ENANTIOSELECTIVE HYDROGENATION; BORANE; HYDROSILYLATION; ACTIVATION; IMINES; CHEMISTRY; CARBON; HYDROSILATION; REACTIVITY;
D O I
10.1002/cjoc.202000011
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The chemistry of frustrated Lewis pairs (FLPs) provides the most important approach for the metal-free hydrogenation and hydrosilylations. Great progress has been achieved in this area for the past decade. Some promising results have also been obtained. This perspective article mainly focuses on the recent advances for the synthesis of chiral Lewis acidic boranes in category of three protocols, 1) hydroboration of chiral internal alkenes with Piers' borane HB(C6F5)(2); 2) in situ hydroboration of chiral alkenes or alkynes without any purification; 3) and substitution reaction of (C6F5)(n)BCl3-n with chiral organometallic reagents, as well as their applications in the metal-free asymmetric hydrogenations and hydrosilylations.
引用
收藏
页码:625 / 634
页数:10
相关论文
共 84 条
  • [1] Capture of NO by a Frustrated Lewis Pair: A New Type of Persistent N-Oxyl Radical
    Cardenas, Allan Jay P.
    Culotta, Brooks J.
    Warren, Timothy H.
    Grimme, Stefan
    Stute, Annika
    Froehlich, Roland
    Kehr, Gerald
    Erker, Gerhard
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (33) : 7567 - 7571
  • [2] Metal-free catalytic hydrogenation
    Chase, Preston A.
    Welch, Gregory C.
    Jurca, Titel
    Stephan, Douglas W.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (42) : 8050 - 8053
  • [3] Metal-free catalytic hydrogenation of imines with tris(perfluorophenyl) borane
    Chen, Dianjun
    Klankermayer, Juergen
    [J]. CHEMICAL COMMUNICATIONS, 2008, (18) : 2130 - 2131
  • [4] Enantioselective Hydrosilylation with Chiral Frustrated Lewis Pairs
    Chen, Dianjun
    Leich, Valeri
    Pan, Fangfang
    Klankermayer, Juergen
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (17) : 5184 - 5187
  • [5] Enantioselective Hydrogenation with Chiral Frustrated Lewis Pairs
    Chen, Dianjun
    Wang, Yutian
    Klankermayer, Juergen
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (49) : 9475 - 9478
  • [6] Synthesis and Reactions of N-Heterocyclic Carbene Boranes
    Curran, Dennis P.
    Solovyev, Andrey
    Brahmi, Malika Makhlouf
    Fensterbank, Louis
    Malacria, Max
    Lacote, Emmanuel
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (44) : 10294 - 10317
  • [7] Stoichiometric Metal-Free Reduction of CO in Syn-Gas
    Dobrovetsky, Roman
    Stephan, Douglas W.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (13) : 4974 - 4977
  • [8] Hydrogenations at Room Temperature and Atmospheric Pressure with Mesoionic Carbene-Stabilized Borenium Catalysts
    Eisenberger, Patrick
    Bestvater, Brian P.
    Keske, Eric C.
    Crudden, Cathleen M.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (08) : 2467 - 2471
  • [9] Outer sphere hydrogenation catalysis
    Eisenstein, Odile
    Crabtree, Robert H.
    [J]. NEW JOURNAL OF CHEMISTRY, 2013, 37 (01) : 21 - 27
  • [10] Frustrated Lewis pairs: Some recent developments
    Erker, Gerhard
    [J]. PURE AND APPLIED CHEMISTRY, 2012, 84 (11) : 2203 - 2217