Copper(II)-template synthesis of hexaphyrin meso-hexaaza analogues containing four thiadiazole moieties

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

“…Complexes (2)(3)(4) General procedure: The corresponding metal acetate (0.6 mmol) was added to a solution of H 3 Hhp (0.14 mmol) in phenol (5 g) at 45 °C. Then the reaction mixture was stirred for 5 h at 100 °C and after that was poured into 150 mL of hot water.…”

“…[1][2][3][4][5][6] A principal aspect derived from structures of these compounds is aromaticity of central core and applicability of Hückel's rule to describe its electronic structure. [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.…”

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

“…A white residue was filtrated and dried. Yield: 0.57 g (59 % (3,7,11,15,19,23)hexaazacyclotetracosene (8). A mixture of 4 (0.16 g, 0.62 mmol) and 1 (0.05 g, 0.31 mmol) was dissolved in phenol at 100-110 o C and reacted for 50 hours.…”

“…[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.…”

Synthesis of Thiadiazole Hemihexaporphyrazine Bearing iso-Propyloxy Groups and its Trinuclear NiII Complex

“…Recently, hemihexaporphyrazine has been unequivocally structurally characterized, and complete spectroscopic, redox, photophysical and thermal stability characterization newly was given. [17] Furthermore, the copper(II) template crossover condensation was applied successfully to the preparation of the novel binuclear thiadiazole-derived azaporphyrin-like hexamer 3 of AABAAB-type, made up of four thiadiazole subunits, two face-to-face pyrrole rings and one metal ion. [18] However, authors noted that under those conditions corresponding ABABAB complexes have been also obtained.…”