STRUCTURES STABILITY RELATIONSHIPS IN UNSATURATED SULFUR-COMPOUNDS .5. AN AB-INITIO STUDY OF THE STABLE CONFORMATIONS OF (E)-METHYL-L-PROPENYL AND (Z)-METHYL-1-PROPENYL SULFIDE, SULFOXIDE AND SULFONE

Citation
M. Hotokka et R. Kimmelma, STRUCTURES STABILITY RELATIONSHIPS IN UNSATURATED SULFUR-COMPOUNDS .5. AN AB-INITIO STUDY OF THE STABLE CONFORMATIONS OF (E)-METHYL-L-PROPENYL AND (Z)-METHYL-1-PROPENYL SULFIDE, SULFOXIDE AND SULFONE, Journal of molecular structure. Theochem, 119(3), 1994, pp. 313-320
Citations number
28
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry Physical
ISSN journal
0166-1280
Volume
119
Issue
3
Year of publication
1994
Pages
313 - 320
Database
ISI
SICI code
0166-1280(1994)119:3<313:SSRIUS>2.0.ZU;2-M
Abstract
The potential energy curves for the C-S torision of (E)- and (Z)-methy l-propenyl sulfide, sulfoxide and sulfone were calculated using ab ini tio methods with the 3-21G and 6-31G* basis sets. Each molecule was f ound to have two energy minima symmetrically (60-degrees) on either si de of the s-trans (anti-periplanar) conformation. Methyl-l-propenyl su lfide also had a third local minimum in the s-cis (syn-periplanar) con formation. In each case the E isomer was found to have a lower energy than the Z isomer. The energy difference between the geometric isomers of sulfide, sulfoxide and sulfone was 3,9-11 and 12-15 kJ mol-1, resp ectively.