Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5419281 | Journal of Molecular Structure: THEOCHEM | 2006 | 9 Pages |
Abstract
Carbon-hydrogen bond dissociation enthalpies (BDEs) were computed for all haloethenes, C2H4ânXn (n=0-3, X=F, Cl, Br, I), at the B3LYP/6-311+G(3df,2p) level using isodesmic reactions. It was found that C-H bond strengths in the monohaloethenes varied substantially, by as much as 18Â kJÂ molâ1, dependent upon the bond's stereochemical position relative to the halogen. BDEs in the dihaloethanes varied in the order CX2CH-H>(E)-CHXCX-H>(Z)-CHXCX-H. Trends in the computed bond enthalpies were discussed and explained on the basis of relative steric repulsions and hyperconjugative delocalization interactions, as determined from Natural Bond Orbital analysis.
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Authors
Gantasala N. Srinivas, M. Schwartz,