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
收藏
页码：205 / 211
页数：7
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