FT-IR study of two [2-oxo-pyrrolidin-4-yl]carboxylate diastereomers in different solvent systems

被引:21
作者
Bruni, P [1 ]
Conti, C [1 ]
Galeazzi, R [1 ]
Giardinà, A [1 ]
Giorgini, E [1 ]
Maurelli, E [1 ]
Tosi, G [1 ]
机构
[1] Univ Ancona, Dipartimento Sci Mat & Terra, I-60131 Ancona, Italy
关键词
(3R)- and (3S)-1-[(R)-1-phenylethyl]-2-oxo-pyrrolidin-4-yl-carboxylate; infrared spectra; solvent effect; hydrogen bonding; molecular structure;
D O I
10.1016/S0022-2860(98)00711-X
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The infrared study of the solvent effect on two diasteroisomeric (3R)- and (3S)-1-[(R)-1-phenylethyl]-2-oxo-pyrrolidin-4-yl-carboxylates (A and B) acting as homo-P-proline inhibitory neurotransmitter precursors, is reported. Apart from the slight red shift of the carbonyl bands of A, the interactions of the title compounds with the solvents are comparable. In hydroxylic solvents, the solutes are hosts in intermolecularly H-bonded alcohol clusters, the percentage of specific solute-solvent interaction being higher for compound A. This result confirms theoretical findings and X-ray diffraction studies. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:379 / 385
页数:7
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