Organocatalytic hydroborylation promoted by N-heterocyclic olefins

被引：28
|
作者：
Hering-Junghans, Christian [1 ]
Watson, Ian C. [1 ]
Ferguson, Michael J. [1 ]
McDonald, Robert [1 ]
Rivard, Eric [1 ]
机构：
[1] Univ Alberta, Dept Chem, 11227 Saskatchewan Dr, Edmonton, AB T6G 2G2, Canada
来源：
DALTON TRANSACTIONS | 2017年 / 46卷 / 22期
基金：
加拿大创新基金会; 加拿大自然科学与工程研究理事会;
关键词：
CARBONYL-COMPOUNDS; CATALYZED HYDROBORATION; LEWIS PAIRS; ACTIVATION; COMPLEXES; PHOSPHINE; KETONES; CO2; DERIVATIVES; CONVERSION;
D O I：
10.1039/c7dt01303e
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
New complexes containing N-heterocyclic vinylene-stabilized [B2H5](+) fragments were prepared, and surprisingly it was found that the precursor N-heterocyclic olefins (NHOs) could promote the mild (room temperature) catalytic hydroborylation of ketones and aldehydes. This finding represents an important addition to the burgeoning field of non-metal mediated catalysis.
引用
收藏
页码：7150 / 7153
页数：4
相关论文
共 50 条
  • [1] Mechanism of Propylene Oxide Polymerization Promoted by N-Heterocyclic Olefins
    Al Ghamdi, Miasser
    Cavallo, Luigi
    Falivene, Laura
    JOURNAL OF PHYSICAL CHEMISTRY C, 2017, 121 (05): : 2730 - 2737
  • [2] Lithiation of N-Heterocyclic Olefins
    Gentner, Thomas Xaver
    Ballmann, Gerd
    Pahl, Juergen
    Eisen, Holger
    Harder, Sjoerd
    ORGANOMETALLICS, 2018, 37 (23) : 4473 - 4480
  • [3] Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes
    Flanigan, Darrin M.
    Romanov-Michailidis, Fedor
    White, Nicholas A.
    Rovis, Tomislav
    CHEMICAL REVIEWS, 2015, 115 (17) : 9307 - 9387
  • [4] Organocatalytic umpolung: N-heterocyclic carbenes and beyond
    Bugaut, Xavier
    Glorius, Frank
    CHEMICAL SOCIETY REVIEWS, 2012, 41 (09) : 3511 - 3522
  • [5] N-Heterocyclic Olefins on a Silicon Surface
    Das, Mowpriya
    Hogan, Conor
    Zielinski, Robert
    Kubicki, Milan
    Koy, Maximilian
    Kosbab, Canan
    Brozzesi, Simone
    Das, Ankita
    Nehring, Mike Thomas
    Balfanz, Viktoria
    Bruehne, Juls
    Daehne, Mario
    Franz, Martin
    Esser, Norbert
    Glorius, Frank
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (50)
  • [6] Dioxygenation of unprotected mesoionic N-heterocyclic olefins
    Liang, Qiuming
    Hayashi, Kasumi
    Li, Longfei
    Song, Datong
    CHEMICAL COMMUNICATIONS, 2021, 57 (83) : 10927 - 10930
  • [7] Stable Mesoionic N-Heterocyclic Olefins (mNHOs)
    Hansmann, Max M.
    Antoni, Patrick W.
    Pesch, Henner
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (14) : 5782 - 5787
  • [8] Nucleophilic Activation of Sulfur Hexafluoride by N-Heterocyclic Carbenes and N-Heterocyclic Olefins: A Computational Study
    Huang, Shiqing
    Wang, Yedong
    Hu, Chubin
    Yan, Xiaoyu
    CHEMISTRY-AN ASIAN JOURNAL, 2021, 16 (18) : 2687 - 2693
  • [9] Recent advances of mesoionic N-heterocyclic olefins
    Liang, Qiuming
    Song, Datong
    DALTON TRANSACTIONS, 2022, 51 (24) : 9191 - 9198
  • [10] N-Heterocyclic olefins as efficient phase-transfer catalysts for base-promoted alkylation reactions
    Bluemel, Marcus
    Crocker, Reece D.
    Harper, Jason B.
    Enders, Dieter
    Nguyen, Thanh V.
    CHEMICAL COMMUNICATIONS, 2016, 52 (51) : 7958 - 7961
12345