A computational study of conformers and rotamers of 3-substituted equatorial tetrahydro-2H-thiopyran-1-oxides (tetrahydrothiopyran-1-oxides, thiacyclohexane-1-oxides, thiane-1-oxides)

被引：6

作者：

Freeman, F ^{[1
]}

Gomarooni, F

Hehre, WJ

机构：

[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

[2] Wavefunct Inc, Irvine, CA 92612 USA

来源：

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM | 2001年 / 535卷

关键词：

ab initio molecular orbital theory; conformational free energy; polar groups; repulsive nonbonded interactions; rotamers;

D O I：

10.1016/S0166-1280(00)00596-0

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Ab initio molecular orbital theory with the 6-31G(d), 6-31 + G(d), 6-31G(d,p), and 6-31G(2d) basis sets has been used to calculate the geometry optimized structures and the relative energies (DeltaE) of the rotamers of the chair conformers of 3substituted equatorial tetrahydro-2H-thiopyran-1-oxides (tetrahydrothiopyran-1-oxides, thiacyclohexane-1-oxides, thiane-1-oxides; CH3, CF3, CHO, COCH3, CN, F, Cl, Br). The conformational free energies (DeltaG degrees) and relative energies (DeltaE) of the conformers and rotamers are discussed in terms of the repulsive nonbonded interactions in both conformers. (C) 2001 Elsevier Science B.V. All rights reserved.

引用

页码：287 / 299

页数：13

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