Dynamics of p-menthan-3,9-diols. A computational study in aqueous and chloroform solutions of two epimers

Authors
Namba, AM Leon, S da Silva, GVJ Aleman, C
Citation
Am. Namba et al., Dynamics of p-menthan-3,9-diols. A computational study in aqueous and chloroform solutions of two epimers, TETRAHEDRON, 56(33), 2000, pp. 6089-6097
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
33
Year of publication
2000
Pages
6089 - 6097
Database
ISI
SICI code
0040-4020(20000811)56:33<6089:DOPACS>2.0.ZU;2-O
Abstract
The conformational preferences of p-menthan-3,9-diols in both aqueous and c hloroform solutions have been investigated by molecular dynamics simulation s. The effects of changing the stereochemistry at the C3 atom on the dynami cs of these compounds have been studied by considering the two epimers. The results reveal a strong dependence of conformation on both the stereochemi stry and the environment. In some cases the formation of an intramolecular hydrogen bond stabilises unusual conformations for the cyclohexane ring. (C ) 2000 Elsevier Science Ltd. All rights reserved.