Журнал "Макрогетероциклы"

Mikhail K. Islyaikin^a,@, Olga N. Trukhina^a, Yulia V. Romanenko^c, Elena A. Danilova^a, and Olga G. Khelevina^b

^aDepartment of Fine Organic Synthesis, Ivanovo State University of Chemistry and Technology, Ivanovo, 153000, Russia

^bDepartment of Organic Chemistry, Ivanovo State University of Chemistry and Technology, Ivanovo, 153000, Russia

^c Department of Polymers, Ivanovo State University of Chemistry and Technology, Ivanovo, 153000, Russia

^@Corresponding author E-mail: islyaikin@isuct.ru 

Macrogeterocycles, 2008 1(1) 30-39

Recent advances in the chemistry of triazoleporphyrazines, structural analogues of porphyrazine containing one 1,2,4-triazole ring instead of one of pyrrole subunits, are reviewed. Experimental data of stepwise protonation equilibrium are discussed and basicity centers of macroheterocyclic compounds are revealed. Spacial configurations and electronic structure peculiarities of the tautomers of triazoleporphyrazine and its protonated forms are calculated using DFT method. Aromaticity of various conjugation contours is evaluated using HOMA and NICS criteria.