학술논문

Intrinsic acidity of dimethylhalonium ions: Evidence for hyperconjugation in dimethylhalonium ylides in the gas phase
Document Type
Academic Journal
Source
Journal of Organic Chemistry. March 31, 2006, Vol. 71 Issue 7, p2625, 5 p.
Subject
Methyl groups -- Chemical properties
Methyl groups -- Structure
Pyridine -- Chemical properties
Pyridine -- Structure
Hydrogen-ion concentration -- Analysis
Ions -- Chemical properties
Biological sciences
Chemistry
Language
English
ISSN
0022-3263
Abstract
The structure and acidity of the dimethylhalonium ions were studied at the Density Functional Theory level of calculations. Results indicated that upon proton transfer to form the dimethylhalonium ylide, the C-X-C bond angle increases and there are modifications in the C-X bond lengths, indicative of hyperconjugation between the electron pair with the C-X antibonding orbital.