Thiadiazole-Сontaining Macrocycles as Core-Modified Analogues of Phthalocyanine

Abstract

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-

Theoretical Study of Oxozirconium Porphyrin, Octamethylporphyrin, Porphyrazine and Phthalocyanine Complexes

“…Such level of theory has been found to yield accurate structural parameters in earlier combined (experimental and theoretical) studies of oxotitanium phthalocyanine [2] and other large macroheterocyclic molecules. [16][17][18][19][20] Singlet and triplet excited states and the electronic spectra were studied using time-dependent density functional theory (TDDFT) implemented in PC GAMESS 7.0. [9] In all four molecules the molecular orbitals formed mostly by 1s orbitals of C, N, and O atoms, namely 25 first (lowest energy) orbitals in oxozirconium porphyrin and porphyrazine, 33 in octamethylporphyrin and 41 in phthalocyanine, were excluded ("frozen") from the TDDFT calculations.…”

Homotrinuclear Сomplexes of [30]Trithiadodecaazahexaphyrine with Transition Metals: Ni(II), Cu(II) and Mn(II)

“…[7][8][9] Among expanded compounds, Mc's of ABABAB-type (hemihexaphyrazine, H 3 Hhp) containing six consecutively interlinked 1,3,4-thiadiazole (A) and isoindole (B) subunits bridged by nitrogen atoms [10,11] induce a particular interest. Indeed, various substituted macroheterocyclic compounds of this type were synthesized to date [12][13][14][15][16][17][18] and their structures were confirmed by gas electron diffraction (GED) [19,20] and single crystal X-ray diffraction [21] methods. It was established that compounds of this type have a nonaromatic macrocyclic backbone containing 30 carbon and nitrogen atoms which form an expanded coordination cavity compared to that of porphyrins and phthalocyanines.…”

Synthesis and Properties of AABAAB-Type Macroheterocyclic Compounds with Fragments of 1,2,4- and 1,3,4-Thiadiazole

“…[3,4] Macroheterocyclic compounds (Mc) with expanded coordination cavities comprised of 6 smaller heterocyclic moieties that are linked to each other via aza-bridges are fundamentally interesting. [5][6][7][8] However, purification of similar compounds is difficult what can negatively affect their basic research and application.…”