3,3-dimethylacylthioureas: "S", "-S", "U" or "W" conformation?

Authors
Sosa, M Piris, M Burton, G
Citation
M. Sosa et al., 3,3-dimethylacylthioureas: "S", "-S", "U" or "W" conformation?, MOLECULES, 5(3), 2000, pp. 445-446
Citations number
3
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
MOLECULES
ISSN journal
14203049 → ACNP
Volume
5
Issue
3
Year of publication
2000
Pages
445 - 446
Database
ISI
SICI code
1420-3049(200003)5:3<445:3"""O">2.0.ZU;2-T
Abstract
We report a study of 3,3-dimethyl substituted acylthioureas. X ray data and quantum mechanical calculations demonstrated that the "S" conformation is the most stable both for the acylthioureas and the corresponding anions. Th e high regioselectivity towards S-alkylation is explained on the basis of t he localization of the HOMO mainly over the sulfur atom.