Determination of absolute configuration using optical rotation calculated using density functional theory

被引：110

作者：

Stephens, PJ ^{[1
]}

Devlin, FJ

Cheeseman, JR

Frisch, MJ

Rosini, C

机构：

[1] Univ So Calif, Dept Chem, Los Angeles, CA 90089 USA

[2] Gaussian Inc, N Haven, CT 06473 USA

[3] Univ Basilicata, Dipartimento Chim, I-85100 Potenza, Italy

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 26期

关键词：

D O I：

10.1021/ol0201714

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the first determinations of the absolute configurations (ACs) of chiral molecules using discrete frequency, transparent spectral region optical rotations calculated using density functional theory (DFT). The ACs of 2H-naphtho[1,8-bc]thiophene 1-oxide (3), naphtho[1,8-cd]-1,2-dithiole 1-oxide (4), and 9-phenanthryl methyl sulfoxide (5) are determined by comparison of their specific rotations to values calculated via the time-dependent DFT/gauge-invariant atomic orbital (TDDFT/GIAO) methodology using the B3LYP functional and the aug-cc-pVDZ basis set.

引用

页码：4595 / 4598

页数：4

共 20 条

[1] ELECTRIC AND MAGNETIC-PROPERTIES OF CO,HF,HCL AND CH3F [J].