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Thiadiazole Containing Macrocycles as Core-Modified Analogues of Phthalocyanine

Elena A. Danilova,a Tat’yana V. Melenchuk,a Olga N. Trukhina,a Alexander V. Zakharov,b and Mikhail K. Islyaikina@

 

aDepartment of Fine Organic Synthesis, Ivanovo State University of Chemistry and Technology, Engels Pr-t, 7, Ivanovo, 153000, Russia

bDepartment of Physics, Ivanovo State University of Chemistry and Technology, Engels Pr-t, 7, Ivanovo, 153000, Russia

 

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

 

DOI: 10.6060/mhc2010.1.33
Macroheterocycles 2010 3(1) 33-37

 

Macroheterocyclic compounds can be considered as structural analogues of phthalocyanine having one or two opposite isoindole fragments (B) replaced by other cyclic subunits (A) derived from aromatic diamines. In this short review our attention is focused on recent advances in the chemistry of new representatives of macroheterocyclic compounds of ABAB-, ABBB- and ABABAB-types, where A is 1,2,4-thiadiazole, 3-alkyl-1,3,4-thiadiazoline and 1,3,4-thiadiazole subunits, correspondingly. Their structure particularities were studied by both experimental (including MALDI-TOF, gas phase electron diffraction - GED) and theoretical (quantum chemistry calculations at the DFT level using hybrid functional B3LYP with various basis sets from 6-31G(d,p) to cc-pVTZ) methods. Relationships between structure and properties of these macrocycles are under consideration.

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