Aamouche A, Devlin F J, Stephens P J, Drabowicz J, Bujnicki B, Mikołajczyk M
Department of Chemistry, University of Southern California, Los Angeles 90089-0482, USA.
Chemistry. 2000 Dec 15;6(24):4479-86. doi: 10.1002/1521-3765(20001215)6:24<4479::aid-chem4479>3.0.co;2-2.
Mid-infrared vibrational unpolarised absorption and vibrational circular dichroism (VCD) spectra of CCl4 solutions of tert-butyl methyl sulfoxide (1) are reported. The spectra are compared to ab initio density functional theory (DFT) calculations carried out using two functionals, B3PW91 and B3LYP, and two basis sets, 6-31G* and TZ2P. The VCD spectra are calculated using Gauge-invariant atomic orbitals (GIAOs). The analysis of the VCD spectrum confirms the R(-)/S(+) absolute configuration of 1. The advantages and disadvantages of VCD spectroscopy in determining the absolute configurations of chiral sulfoxides are discussed.
报道了叔丁基甲基亚砜（1）的四氯化碳溶液的中红外振动非偏振吸收光谱和振动圆二色性（VCD）光谱。将这些光谱与使用B3PW91和B3LYP两种泛函以及6-31G*和TZ2P两种基组进行的从头算密度泛函理论（DFT）计算结果进行了比较。使用规范不变原子轨道（GIAO）计算VCD光谱。对VCD光谱的分析证实了1的R(-)/S(+)绝对构型。讨论了VCD光谱法在确定手性亚砜绝对构型方面的优缺点。
