A Theoretical Study on the Tautomerism of C-Carboxylic and Methoxycarbonyl Substituted Azoles

被引：0
作者：
Ibon Alkorta
José Elguero
机构：
[1] Instituto de Química Médica (C.S.I.C.),
来源：
Structural Chemistry | 2005年 / 16卷
关键词：
DFT calculations; azoles; tautomerism; carboxylic acids; esters;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
DFT calculations (B3LYP/6-31+G**) have been carried out on 106 tautomers and conformers of NH-azoles bearing CO2H and CO2CH3 groups. The following azoles systems have been studied: 2-substituted pyrroles, 2-substituted indoles, 2-substituted imidazoles, 2-substituted benzimidazoles, 4(5)-substituted imidazoles, 3(5)-substituted pyrazoles, 3-substituted indazoles (1H and 2H), 3,4(5)-substituted-1,2,3(5)-triazoles, 2,3(5)-substituted-1,2(3),4-triazoles, 4(5)-1,2,3,4(5)-tetrazoles. In the case of pyrazole, 3,5-disubstituted derivatives have also been computed, including four dimers.
引用
收藏
页码：507 / 514
页数：7
相关论文
共 161 条
[1]  
Minkin V. I.(2000)undefined Adv. Heterocycl. Chem 76 157-undefined
[2]  
Garnovskii A. D.(2001)undefined Avd. Heterocycl. Chem. 81 1-undefined
[3]  
Elguero J.(1998)undefined Theochem 422 197-undefined
[4]  
Katritzky A. R.(2000)undefined Theochem 497 241-undefined
[5]  
Denisko O. V.(2004)undefined Theochem 673 17-undefined
[6]  
Rauhut G.(1989)undefined J. Am. Chem. Soc 111 7348-undefined
[7]  
Li G.-S.(2003)undefined J. Mol. Struct 651–653 697-undefined
[8]  
; Ruiz-López M. F.(1998)undefined J. Phys. Chem. A 102 10348-undefined
[9]  
Zhang M.-S.(2001)undefined J. Heterocycl. Chem 38 1387-undefined
[10]  
Maigret B.(2004)undefined Theochem 668 123-undefined
12345678910