conformational analysis of thioether musks using density functional theory使用密度泛函理论构象分析硫醚的麝香.pdfVIP

Int. J. Mol. Sci. 2009, 10, 3488-3501; doi:10.3390/ijm OPEN ACCESS International Journal of Molecular Sciences ISSN 1422-0067 /journal/ijms Article Conformational Analysis of Thioether Musks Using Density Functional Theory William N. Setzer Department of Chemistry, University of Alabama in Huntsville, Huntsville, AL 35899, USA; E-Mail: wsetzer@; Tel. +1-256-824-6519; Fax: +1-256-824-6349 Received: 21 June 2009; in revised form: 24 July 2009 / Accepted: 3 August 2009 / Published: 4 August 2009 Abstract: A conformational analysis of nine macrocyclic thioether musks has been carried out using molecular mechanics (MMFF), density functional theory (DFT) using both B3LYP and M06 functionals, as well as Hartree-Fock and post-Hartree-Fock (MP2) ab initio methods. 6-Thia-, 10-thia- and 4-methyl-5-thia-14-tetradecananolide, 4-thia-, 7-thia-, 11-thia- and 12-thia-15-pentadecanolide and 6-thia- and 12-thia-16-hexadecanolide were modeled. Unfortunately, there was little agreement between the computational methods at the levels of theory used in this study. Keywords: conformational analysis; thioether; musk; macrocycle; density functional theory; ab initio molecular orbital theory 1. Introduction Discrepancies in energy differences between density functional (B3LYP) and post Hartree-Fock (MP2) ab initio methods have been noted in large, conform