ISSN:
1434-193X
Keywords:
Anionic polymerization
;
Conformational enantiomer
;
Hydrogen bonds
;
Intimate ion pair
;
Carbanions
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The treatment of benzylphenylsulfone with tetrabutylammonium hydroxide results in the formation of the title compound tetrabutylammonium phenyl(phenylsulfonyl)methylide. An X-ray structural analysis of the racemate shows the presence of a chiral metal-free carbanion in the form of an intimate ion pair. Stabilization of the conformational enantiomer occurs by a three-point interaction with two of the α-methylene moieties of the tetrabutylammonium ion, CH···O hydrogen bonding being the driving force. The ion pair is capable of initiating the anionic polymerization of acrylates.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
Permalink
