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
收藏
页码：2050 / 2054
页数：5
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