Reactivity of α-amino acids in the N-acylation with benzoic acid esters in aqueous dioxane

被引：5
|
作者：
Ishkulova, N. R. [1 ]
Oparina, L. E. [1 ]
Kochetova, L. B. [1 ]
Kustova, T. P. [1 ]
Kalinina, N. V. [1 ]
Kuritsin, L. V. [1 ]
机构：
[1] Ivanovo State Univ, Ivanovo 153025, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2010年 / 80卷 / 05期
关键词：
MECHANISM; KINETICS; SOLVENT;
D O I：
10.1134/S1070363210050178
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The effect of the nitro group as a substituent in the phenoxide part of phenyl benzoate on the rate of N-acylation of glycine, L-proline, and L-valine in the water (40 wt %)-dioxane solvent was studied. The activation parameters of glycine reactions with the esters were measured. The existence of compensation effect and the linear relation of the logarithms of the acylation constants to the Hammett constants were revealed. The energy of the LUMO of esters can serve as the descriptors of the easters reactivity.
引用
收藏
页码：964 / 967
页数：4
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