Synthesis and Properties of Hexa(4-tert-butylphenoxy) Substituted [30]Trithiadodecaazahexaphyrin and its Metal Complexes

Abstract

A new hexa (4-tert-butylphenoxy) substitutedtrithiadodecaaza [30]hexaphyrin was obtained by reaction of 4,5-bis(4-tert-butylphenoxy) phthalonitrile and 2,5-diamino-1,3,4-thiadiazole

Synthesis and Characterization of Bulky Substituted Hemihexaphyrazines Bearing 2,6-Diisopropylphenoxy Groups

“…One can distinguish three principal areas of the signal location: 0.5-3.2 ppm-protons of aliphatic isopropyl groups; 6.5-8.1 ppm-protons of aromatic systems; and 12.0-12.5 ppm-portions of intrinsic N-H groups. Positions and integrals of the proton signals of the first two groups of signals are in good agreement with data described previously for the aliphatic and aromatic parts of porphyrinoids bearing bulky groups [32,33,42]. Hence, in comparison with octasubstituted phthalocyanine [37], where the signal of protons of inner imino groups was found to be located in a high field (−0.53 ppm), the corresponding signals of H 3 Hhps 3 and 4 were found in a low field, ca.…”

“…These compounds show promising properties of great interest as components of molecular conjugates with other photo-and electroactive species. However, as free, unsubstituted bases, H 3 Hhps are very poorly soluble in organic solvents, which results in aggregation phenomena that can be obviated by the introduction of bulky peripheral substituents, facilitating their synthetic use in functionalization processes [32,33]. Recently we have reported on the synthesis of hexa (3,6-hexyl)hemihexaphyrazine [34].…”

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.…”