A comparative study of the linear solvation energy relationship for the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents

被引：4
|
作者：
Drmanic, Sasa Z. [1 ]
Nikolic, Jasmina B. [1 ]
Marinkovic, Aleksandar D. [1 ]
Jovanovic, Bratislav Z. [2 ]
机构：
[1] Univ Belgrade, Fac Technol & Met, Dept Organ Chem, Belgrade 11000, Serbia
[2] Univ Belgrade, Inst Chem Technol & Met, Belgrade 11000, Serbia
来源：
JOURNAL OF THE SERBIAN CHEMICAL SOCIETY | 2012年 / 77卷 / 10期
关键词：
pyridine carboxylic acids; linear solvation energy relationship; diazodiphenylmethane; protic and aprotic solvents; 6-SUBSTITUTED NICOTINIC ACIDS; SUBSTITUTED BENZOIC-ACIDS; KINETICS;
D O I：
10.2298/JSC120713078D
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The effects of protic and aprotic solvents on the reactivity of picolinic, nicotinic and isonicotinic acid, as well as of some substituted nicotinic acids, with diazodiphenylmethane (DDM) were investigated. In order to explain the kinetic results through solvent effects, the second-order rate constants for the reaction of the examined acids with DDM were correlated using the Camlet-Taft Solvatochromic Equation. The correlations of the kinetic data were realized by means of multiple linear regression analysis and the solvent effects on the reaction rates were analyzed in terms of the contributions of the initial and the transition state. The signs of the coefficients of the Equation support the already known reaction mechanism. Solvation models for all the investigated acids are suggested and related to their specific structure.
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页码：1311 / 1338
页数：28
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