Frustrated Lewis pairs derived from N-heterocyclic carbenes and Lewis acids

2009 ◽  
pp. 7179 ◽  
Author(s):  
Preston A. Chase ◽  
Austin L. Gille ◽  
Thomas M. Gilbert ◽  
Douglas W. Stephan
Keyword(s):  
Lewis Acids ◽  
Heterocyclic Carbenes ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Frustrated Lewis Pairs Comprising Nitrogen Lewis Acids for Si–H Bond Activation

2020 ◽  
Vol 132 (52) ◽  
pp. 23682-23685
Author(s):  
Idan Avigdori ◽  
Alla Pogoreltsev ◽  
Alexander Kaushanski ◽  
Natalia Fridman ◽  
Mark Gandelman
Keyword(s):  
Lewis Acids ◽  
Bond Activation ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Catalytic Hydrogenation with Frustrated Lewis Pairs: Selectivity Achieved by Size-Exclusion Design of Lewis Acids

2011 ◽  
Vol 18 (2) ◽  
pp. 574-585 ◽  
Author(s):  
Gábor Erős ◽  
Krisztina Nagy ◽  
Hasan Mehdi ◽  
Imre Pápai ◽  
Péter Nagy ◽  
...  
Keyword(s):  
Catalytic Hydrogenation ◽  
Lewis Acids ◽  
Size Exclusion ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Azaborines: synthesis and use in the generation of stabilized boron-substituted carbocations

2018 ◽  
Vol 47 (6) ◽  
pp. 1791-1795 ◽  
Author(s):  
J. J. Clarke ◽  
P. Eisenberger ◽  
S. S. Piotrkowski ◽  
C. M. Crudden
Keyword(s):  
Lewis Acids ◽  
Ring Expansion ◽  
Lewis Acidity ◽  
Frustrated Lewis Pairs ◽  
Carbene Insertion ◽  
Hydride Abstraction ◽  
Ring Expansion Reaction ◽  
Lewis Pairs

A formal N-heterocyclic carbene insertion into the B–H bond of 9-BBN followed by a ring expansion reaction is reported. NHC-9-BBN adducts were reacted in one or two steps to give the corresponding di- or triazaborines. Hydride abstraction of selected species with [Ph3C]+ is facile, giving rise to 6π-aromatic cations with Lewis acidity comparable to Lewis acids commonly employed in frustrated Lewis pairs.

“Inverse” Frustrated Lewis Pairs – Activation of Dihydrogen with Organosuperbases and Moderate to Weak Lewis Acids

2016 ◽  
Vol 138 (10) ◽  
pp. 3286-3289 ◽  
Author(s):  
Suresh Mummadi ◽  
Daniel K. Unruh ◽  
Jiyang Zhao ◽  
Shuhua Li ◽  
Clemens Krempner
Keyword(s):  
Lewis Acids ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Sulfur and SeleniumActivation by Frustrated NHC/B(C6F5)3 Lewis Pairs; Conformational Flexibility of Products

2011 ◽  
Vol 66 (4) ◽  
pp. 371-377 ◽  
Author(s):  
Dirk Holschumacher ◽  
Constantin G. Daniliuc ◽  
Peter G. Jones ◽  
Matthias Tamm
Keyword(s):  
Bond Length ◽  
Elemental Sulfur ◽  
Conformational Flexibility ◽  
Heterocyclic Carbenes ◽  
X Ray Diffraction ◽  
Frustrated Lewis Pairs ◽  
Torsion Angles ◽  
X Ray ◽  
Lewis Pairs

Frustrated Lewis pairs consisting of N-heterocyclic carbenes (NHC) and the borane B(C6F5)3 react with elemental sulfur or selenium to give products of the type NHC-E-B(C6F5)3, where E is S or Se. Three such products, two with sulfur and one with selenium, were characterized by X-ray diffraction and shown to exhibit considerable conformational flexibility, as revealed by differing torsion angles in the atom sequence N-C-E-B-Cipso-Cortho. In the sulfur derivatives, the S-B bonds are all long (ca. 2.05 Å), and the C-S bonds (ca. 1.73 Å) are clearly lengthened compared to imidazole-2-thiones. The Se-B distance of 2.2111 Å is the first selenone-borane bond length to be determined by X-ray analysis.

ChemInform Abstract: Catalytic Hydrogenation with Frustrated Lewis Pairs: Selectivity Achieved by Size-Exclusion Design of Lewis Acids.

ChemInform ◽  
2012 ◽  
Vol 43 (21) ◽  
pp. no-no
Author(s):  
Gabor Eros ◽  
Krisztina Nagy ◽  
Hasan Mehdi ◽  
Imre Papai ◽  
Peter Nagy ◽  
...  
Keyword(s):  
Catalytic Hydrogenation ◽  
Lewis Acids ◽  
Size Exclusion ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

Frustrated Lewis Pairs Comprising Nitrogen Lewis Acids for Si–H Bond Activation

2020 ◽  
Vol 59 (52) ◽  
pp. 23476-23479
Author(s):  
Idan Avigdori ◽  
Alla Pogoreltsev ◽  
Alexander Kaushanski ◽  
Natalia Fridman ◽  
Mark Gandelman
Keyword(s):  
Lewis Acids ◽  
Bond Activation ◽  
Frustrated Lewis Pairs ◽  
Lewis Pairs

scholarly journals Halogenated triphenylgallium and -indium in frustrated Lewis pair activations and hydrogenation catalysis

2017 ◽  
Vol 375 (2101) ◽  
pp. 20170014 ◽  
Author(s):  
Maotong Xu ◽  
Josephine Possart ◽  
Alexander E. Waked ◽  
Julie Roy ◽  
Werner Uhl ◽  
...  
Keyword(s):  
Lewis Acids ◽  
Lewis Acidity ◽  
Frustrated Lewis Pairs ◽  
Frustrated Lewis Pair ◽  
Hydrogenation Catalysis ◽  
Lewis Pairs

The Lewis acids Ga(C 6 F 5 ) 3 , In(C 6 F 5 ) 3 and Ga(C 6 Cl 5 ) 3 are prepared and their Lewis acidity has been probed experimentally and computationally. The species Ga(C 6 F 5 ) 3 and In(C 6 F 5 ) 3 in conjunction with phosphine donors are shown to heterolytically split H 2 and catalyse the hydrogenation of an imine. In addition, frustrated Lewis pairs (FLPs) derived from Ga(C 6 F 5 ) 3 and In(C 6 F 5 ) 3 and phosphines react with diphenyldisulfide to phosphoniumgallates or indates of the form [ t Bu 3 PSPh][PhSE(C 6 F 5 ) 3 ] and [ t Bu 3 PSPh][(μ-SPh)(E(C 6 F 5 ) 3 ) 2 ] (E = Ga, In). The potential of the FLPs based on Ga(C 6 F 5 ) 3 , In(C 6 F 5 ) 3 and Ga(C 6 Cl 5 ) 3 and phosphines is also shown in reactions with phenylacetylene to give pure or mixtures of the products [ t Bu 3 PH][PhCCE(C 6 X 5 ) 3 ] and R 3 P(Ph)C=C(H)E(C 6 X 5 ) 3 . A number of these species are crystallographically characterized. The implications for the use of these species in FLP chemistry are considered. This article is part of the themed issue ‘Frustrated Lewis pair chemistry’.

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