Identifying Enantiomers in Mixtures of Chiral Molecules with Broadband Microwave Spectroscopy

被引:105
作者
Shubert, V. Alvin [1 ,2 ]
Schmitz, David [1 ,2 ]
Patterson, David [4 ]
Doyle, John M. [4 ]
Schnell, Melanie [1 ,2 ,3 ]
机构
[1] Max Planck Inst Struktur & Dynam Materie, D-22761 Hamburg, Germany
[2] Ctr Free Electron Laser Sci, D-22607 Hamburg, Germany
[3] Univ Hamburg, Hamburg Ctr Ultrafast Imaging, D-22761 Hamburg, Germany
[4] Harvard Univ, Dept Phys, Cambridge, MA 02138 USA
基金
美国能源部; 美国国家科学基金会;
关键词
absolute configuration; chiral mixtures; chirality; enantiomer identification; microwave spectroscopy; VIBRATIONAL CIRCULAR-DICHROISM;
D O I
10.1002/anie.201306271
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chirality-sensitive broadband microwave spectroscopy was performed on mixtures of carvone enantiomers and conformers to distinguish enantiomers, measure enantiomeric excesses, and determine the absolute configurations of the enantiomers. This method uses microwave three-wave mixing and is inherently well-suited to the analysis of mixturesa unique advantage over other techniques. In contrast to conventional microwave spectroscopy, the phase of the received signal is also exploited. This phase depends upon the signs of the molecules' dipole-moment components and is used to identify the excess enantiomer. The measured signal amplitude determines the size of the excess. The broadband capabilities of the spectrometer were used to simultaneously excite and measure two conformers of carvone, demonstrating the analysis of a sample with multiple chiral species. Employing quantum chemical calculations and the measured phases, the absolute configurations of the enantiomers are determined.
引用
收藏
页码:1152 / 1155
页数:4
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