Synthetic Strategy and Structure Characterization of a New [1,3]Thiazolo[3,2-b][1,2,4]Triazolium Cationic Surfactant

被引:8
作者
Fizer, Maksym [1 ]
Slivka, Mikhailo [1 ]
Fizer, Oksana [1 ]
机构
[1] Uzhgorod Natl Univ, Fac Chem, Dept Organ Chem, Fedinets Str 53-1, UA-88000 Uzhgorod, Ukraine
关键词
1,2,4-triazole; alkylation; cyclization; surfactant; NMR; cation; PM7; semiempirical;
D O I
10.33263/BRIAC116.1388513892
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Here, we present a synthetic strategy to access a new [1,3]thiazolo[3,2-b][1,2,4]triazolium-based cationic surfactant via the use of proton-induced heterocyclization method for quaternization of a nitrogen atom. The two-step synthesis of 2-heptyl-6,6-dimethyl-3-phenyl-5,6-dihydro-3H-[1,3]thiazolo[3,2-b][1,2,4]triazol-7-ium perchlorate is described in details. The analysis of NMR spectra unequivocally proved the formation of the 1,3-thiazolinium ring upon cyclization reaction. PM7 semiempirical calculations testify to the similar electronic structure of the newly synthesized surfactant cation and 1-heptylpyridinium cation.
引用
收藏
页码:13885 / 13892
页数:8
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