Chirality-induced switch in hydrogen-bond topology: Tetrameric methyl lactate clusters in the gas phase

被引:72
作者
Adler, Thomas B. [1 ]
Borho, Nicole [1 ]
Reiher, Markus [1 ]
Suhm, Martin A. [1 ]
机构
[1] Univ Gottingen, Inst Phys Chem, D-37077 Gottingen, Germany
关键词
chirality; hydrogen bonds; molecular recognition; nanostructures; vibrational spectroscopy;
D O I
10.1002/anie.200600380
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Supersonic jet expansions of racemic methyl lactate show a prominent OH-stretching infrared absorption at 3401 cm-1 which is not present in the enantiopure compound. Experimental results and quantum chemical calculations show that the underlying tetrameric cluster has 2:2 stoichiometry of the R and S isomers and S4 symmetry (see picture; C orange, O red, H gray). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3440 / 3445
页数:6
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