S-N interactions in sulfinimines: An ab initio study

Authors
Bharatam, PV",Amita,"Uppal, P Kaur, D
Citation
P. Bharatam, Pv",amita,"uppal et D. Kaur, S-N interactions in sulfinimines: An ab initio study, I J CHEM B, 40(3), 2001, pp. 181-186
Citations number
32
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
40
Issue
3
Year of publication
2001
Pages
181 - 186
Database
ISI
SICI code
0376-4699(200103)40:3<181:SIISAA>2.0.ZU;2-V
Abstract
Ab initio calculations have been performed on H2C=N-S(O)H, 1. Complete opti mizations using HF/3-21G*, HF/6-31G*, HF/6-31+G* and MP2/6-31+G* levels sha w that sulfinimines prefer to have synperiplanar arrangement. The N-S bond rotational barrier in 1 is 9.80 kcal/mol at the MP2/6-31+G* (+ ZPE) level. Sulfinimines do not possess p-d pi interactions and hence do not have pi de localization. The n(N) --> sigma*(SO) negative hyperconjugation in addition to electron repulsions in 1 give stability to the synperiplanar arrangemen t of sulfinimines.