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溶剂对安息香构象的影响。

Influence of solvents on the conformation of benzoin.

机构信息

Faculty of Chemistry, University of Wrocław, Wrocław, Poland.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2010 Jan;75(1):48-53. doi: 10.1016/j.saa.2009.09.032. Epub 2009 Oct 2.

DOI:10.1016/j.saa.2009.09.032
PMID:19914860
Abstract

The conformation of benzoin in several organic solvents is investigated by infrared spectrometry and dipolometry. The frequencies, intensities, and band shapes of the nu(OH), nu(C=O), and aromatic ring vibrations indicate that in solvents of low proton acceptor ability, the cis conformer with intramolecular OH...O hydrogen bonding is preserved. In solvents of large proton acceptor ability there is equilibrium between the cis and trans conformers. The dipole moments are less sensitive to conformational changes, but indicate the same trends. The results are discussed as a function of the specific solvation of the O atoms or OH groups of benzoin.

摘要

通过红外光谱法和介电法研究了几种有机溶剂中安息香的构象。羟基(nu(OH))、羰基(nu(C=O))和芳环振动的频率、强度和谱带形状表明,在质子接受能力低的溶剂中,具有分子内 OH...O 氢键的顺式构象得以保留。在质子接受能力大的溶剂中,顺式和反式构象之间存在平衡。偶极矩对构象变化的敏感性较小,但也表明了相同的趋势。结果根据安息香的 O 原子或 OH 基团的特殊溶剂化作用进行了讨论。

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