Absolute configuration determination of donor-acceptor [2.2]paracyclophanes by comparison of theoretical and experimental vibrational circular dichroism spectra

被引：15

作者：

Furo, T

Mori, T

Origane, Y

Wada, T

Izumi, H

Inoue, Y

机构：

[1] Osaka Univ, Dept Mol Chem, Grad Sch Engn, Suita, Osaka 5650871, Japan

[2] JST, ICORP, Entropy Control Project, Toyonaka, Osaka, Japan

[3] AIST Tuskuba W, Natl Inst Adv Ind Sci & Technol, Ibaraki, Japan

来源：

CHIRALITY | 2006年 / 18卷 / 03期

关键词：

vibrational circular dichroism spectroscopy; DFT calculation; charge-transfer interaction; exciton coupling method; chiral cyclophane;

D O I：

10.1002/chir.20233

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Vibrational circular dichroism (VCD) spectra were obtained for the assignments of the absolute configurations of diastereomeric 4,7-bis(methoxycarbonyl)12,15-dimethoxy-[2.2]paracyclophanes (1 and 2), and density functional theory (DFT) calculations were performed at the B3LYP/6-31G(d) level for all possible conformations of both 1 and 2 to give the theoretical VCD spectra. Comparisons of the experimental and theoretical VCD spectra obtained unambiguously established the absolute configurations of the dextrorotatory (+)-enantiomers as (4S(p);12S(p))-1 and (4S(p));12R(p))-2, respectively.) (c) 2006 Wiley-Liss, Inc.

引用

页码：205 / 211

页数：7

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