Quantum chemical studies of azoles 4. A novel elimination-addition mechanism of tetrazole and 1,2,4-triazole electrophilic substitution

被引：10

作者：

Belen'kii, L. I. ^{[1
]}

Subbotin, A. N. ^{[1
]}

Chuvylkin, N. D. ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2015年 / 64卷 / 09期

基金：

俄罗斯科学基金会;

关键词：

azoles; electrophilic substitution; 1,2,3,4-1H-tetrazole; 1,2,4-1H-triazole; quantum chemical calculations;

D O I：

10.1007/s11172-015-1116-y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Thermodynamic parameters of the addition-elimination and elimination-addition electrophilic substitution reactions of 1H-tetrazole and 1,2,4-1H-triazole obtained from DFT B3LYP/6-31G(d,p) quantum chemical calculations with proton as model electrophile are compared. According to calculations, the elimination-addition reactions can proceed without preliminary formation of N-protonated azolium salts.

引用

页码：2050 / 2054

页数：5

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