Open AccessSynthetic Strategy and Structure Characterization of a New [1,3]Thiazolo[3,2-b][1,2,4]Triazolium Cationic Surfactant
Publication year - 2021
Publication title -
biointerface research in applied chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.216
H-Index - 11
ISSN - 2069-5837
DOI - 10.33263/briac116.1388513892
Subject(s) - cationic polymerization , chemistry , pulmonary surfactant , ring (chemistry) , perchlorate , nitrogen atom , characterization (materials science) , medicinal chemistry , stereochemistry , combinatorial chemistry , polymer chemistry , organic chemistry , ion , nanotechnology , materials science , biochemistry
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.