Lutidine/B(C6F5)3: At the Boundary of Classical and Frustrated Lewis Pair Reactivity

被引:288
|
作者
Geier, Stephen J. [1 ]
Stephan, Douglas W. [1 ]
机构
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
HETEROLYTIC DIHYDROGEN ACTIVATION; FREE CATALYTIC-HYDROGENATION; METAL-FREE; BORANE; PHOSPHINES; CARBENE; IMINES; H-2;
D O I
10.1021/ja900572x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Classical Lewis acid-base adducts, previously thought to be unreactive, can provide access to the unique reactivity of frustrated Lewis pairs. This was demonstrated with a mixture of 2,6-lutidine and B(C6F5)(3) where an equilibrium affords the adduct and yet also effects the heterolytic activation of H-2 and the ring opening of THF.
引用
收藏
页码:3476 / +
页数:3
相关论文
共 50 条
  • [1] Possible C-F bond activation by B(C6F5)3/lutidine and Al(C6F5)3/lutidine frustrated Lewis pair: an in silico study
    Ghara, Manas
    Giri, Santanab
    Das, Prasenjit
    Chattaraj, Pratim Kumar
    JOURNAL OF CHEMICAL SCIENCES, 2022, 134 (01)
  • [2] Possible C-F bond activation by B(C6F5)3/lutidine and Al(C6F5)3/lutidine frustrated Lewis pair: an in silico study
    Manas Ghara
    Santanab Giri
    Prasenjit Das
    Pratim Kumar Chattaraj
    Journal of Chemical Sciences, 2022, 134
  • [3] Frustrated Lewis Pair Behavior of Intermolecular Annine/B(C6F5)3 Pairs
    Voss, Tanja
    Mahdi, Tayseer
    Otten, Edwin
    Froehlich, Roland
    Kehr, Gerald
    Stephan, Douglas W.
    Erker, Gerhard
    ORGANOMETALLICS, 2012, 31 (06) : 2367 - 2378
  • [4] Frustrated Lewis pair-like reactions of nucleophilic palladium carbenes with B(C6F5)3
    Cui, Peng
    Comanescu, Cezar C.
    Iluc, Vlad M.
    CHEMICAL COMMUNICATIONS, 2015, 51 (28) : 6206 - 6209
  • [5] From Classical Adducts to Frustrated Lewis Pairs: Steric Effects in the Interactions of Pyridines and B(C6F5)3
    Geier, Stephen J.
    Gille, Austin L.
    Gilbert, Thomas M.
    Stephan, Douglas W.
    INORGANIC CHEMISTRY, 2009, 48 (21) : 10466 - 10474
  • [6] Addition of Enamines or Pyrroles and B(C6F5)3 "Frustrated Lewis Pairs" to Alkynes
    Dureen, Meghan A.
    Brown, Christopher C.
    Stephan, Douglas W.
    ORGANOMETALLICS, 2010, 29 (23) : 6422 - 6432
  • [7] Hydrogen and amine activation by a frustrated Lewis pair of a bulky n-heterocyclic carbene and B(C6F5)3
    Chase, Preston A.
    Stephan, Douglas W.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (39) : 7433 - 7437
  • [8] Theoretical study on the reactivity of Lewis pairs PR3/B(C6F5)3 (R = Me, Ph, tBu, C6F5)
    Wu, Dongling
    Jia, Dianzeng
    Liu, Anjie
    Liu, Lang
    Guo, Jixi
    CHEMICAL PHYSICS LETTERS, 2012, 541 : 1 - 6
  • [9] An Enamine/HB(C6F5)2 Adduct as a Dormant State in Frustrated Lewis Pair Chemistry
    Xu, Bao-Hua
    Bussmann, Kathrin
    Froehlich, Roland
    Daniliuc, Constantin G.
    Brandenburg, Jan Gerit
    Grimme, Stefan
    Kehr, Gerald
    Erker, Gerhard
    ORGANOMETALLICS, 2013, 32 (22) : 6745 - 6752
  • [10] Frustrated Lewis pairs: reactivities of TMS protected amines and phosphines in the presence of B(C6F5)3
    Schulz, Felix
    Sumerin, Victor
    Leskela, Markku
    Repo, Timo
    Rieger, Bernhard
    DALTON TRANSACTIONS, 2010, 39 (08) : 1920 - 1922