Document Detail


Reactivity of a Frustrated Lewis Pair and Small-Molecule Activation by an Isolable Arduengo CarbeneB{3,5-(CF(3) )(2) C(6) H(3) }(3) Complex.
MedLine Citation:
PMID:  23150467     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Tris[3,5-bis(trifluoromethyl)phenyl]borane reacts with the sterically demanding Arduengo carbenes 1,3-di-tert-butylimidazolin-2-ylidene and 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene to form isolable normal adducts. In the case of 1,3-di-tert-butylimidazolin-2-ylidene, the adduct exhibits dynamic behaviour in solution and frustrated-Lewis-pair (FLP) reactivity. Fast cleavage of dihydrogen and THF, the CH activation of phenylacetylene, and carbon dioxide fixation were achieved by using solutions of this adduct in benzene. This adduct is stable at room temperature in the absence of suitable substrates; however, thermal rearrangement into an abnormal carbene-borane adduct can be observed. In contrast, the 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene adduct exhibits no evidence of FLP reactivity or of dissociation in solution. DFT calculations confirmed the experimental behaviour and stability of these carbene-borane adducts.
Authors:
Eugene L Kolychev; Thomas Bannenberg; Matthias Freytag; Constantin G Daniliuc; Peter G Jones; Matthias Tamm
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-11-13
Journal Detail:
Title:  Chemistry (Weinheim an der Bergstrasse, Germany)     Volume:  -     ISSN:  1521-3765     ISO Abbreviation:  Chemistry     Publication Date:  2012 Nov 
Date Detail:
Created Date:  2012-11-14     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9513783     Medline TA:  Chemistry     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Copyright Information:
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Affiliation:
Institut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig (Germany), Fax: (+49) 531-391-5309.
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