E. V. Kudrik

Synthesis and spectral properties of meso-phenyltetrabenzoazaporphyrins containing triphenylmethyl groups

Abstract4-(p-Triphenylmethylphenoxy)isoindoline-1,3-diimine was synthesized starting from 4-(p-triphenylmethylphenoxy)phthalodinitrile obtained by the reaction of 4-nitrophthalodinitrile with 4-(triphenylmethyl)phenol. The former was reacted with phenylacetic acid in the presence of zinc oxide to obtain zinc complexes of meso-phenyltetrabenzoazaporphyrins containing triphenylmethyl groups. Spectral properties of the synthesized compounds were studied.

4-Tetraphenyl-and 4-tetraphenoxy-substituted meso-tetraphenyltetrabenzoporphyrins. Synthesis and spectral properties

The reactions of 4-phenyl-and 4-phenoxyphthalimide with benzoic acid in the presence of zinc(II) oxide gave zinc complexes of meso-tetraphenyltetra(4-phenylbenzo)porphyrin and meso-tetraphenyltetra(4-phenoxybenzo)porphyrin, respectively, and the latter were treated with hydrochloric acid to isolate the corresponding metal-free prophyrins. Spectral properties of the complexes and ligands were studied.

Synthesis and spectral characteristics of phthalocyanines of unsymmetrical structure containing fragments of 3,6-didecyloxyphthalonitrile and 2-methyl-5,6-dicyanobenzimidazole

By alkylation of 3,6-dihydrooxyphthalonitrile with 1-bromodecane and by reaction of 4,5-diaminophthalodinitrile with acetic acid were synthesized respectively 3,6-didecyloxyphthalonitrile (A) and 2-methyl-5,6-dicyanobenzimidazole (B). The random condensation of the dinitriles obtained provided unsymmetrical phthalocyanines of A3B, AABB, and AB3 type. Their spectral characteristics were investigated.

Reaction of thiourea S,S-dioxides with dyes containing carbonyl or azo groups

The kinetics of decomposition of thiourea and N-methylthiourea S,S-dioxides in alkaline aqueous medium and their reactions with oxygen, Indigo Carmine, and Acid Yellow 11 were studied. The decomposition of thiourea S,S-dioxides in weakly alkaline media was found to follow two pathways leading to the formation of ammonia and sulfoxylate ion, respectively. The second pathway predominates in strongly alkaline media. Thiourea S,S-dioxides can be used for selective reduction of azo compounds to the corresponding hydrazo derivatives.

Synthesis and Spectral Characteristics of Unsymmetrical Porphirazines with Triphrnylmethyl Groups

Condensation of 4-(p-triphenylmethylphenoxy)-1,2-dicyanobenzene with 1,2-di(methylthio)maledinitrile or 2,3-dicyano-5,6-diphenylpyrazine afforded symmetric and unsymmetrical porphirazines. The effect of their structural modification on the spectral characteristics was investigated.

meso-trans-Diphenyldi(2-quinolyl)tetrabenzoporphine and its zinc complex: Synthesis and spectra

Abstract(3-Oxoisoindolenyl)(3-oxoisoindolinylidene)phenylmethane and (3-oxoisoindolenyl)(3-oxoisoindolinylidene)(2-quinolyl)methane were prepared by condensation of phthalimide with phenylacetic acid or 2-methylquinoline, respectively, in the presence of zinc oxide. From these products, the zinc complex of meso-trans-diphenyldi(2-quinolyl)tetrabenzoporphine was prepared by two alternative pathways. Demetallation of this complex yielded free meso-trans-diphenyldi(2-quinolyl)tetrabenzoporphine. The spectra of the compounds prepared were examined.

3,6-Didecyloxyphthalonitrile as a starting compound for the selective synthesis of phthalocyanines of the ABAB type

Reactions of 3,6-dipentyloxy- and 3,6-didecyloxyphthalonitriles with lithium pentoxide in pentan-1-ol were studied. 3,6-Didecyloxyphthalonitrile can be used for the preparation of both the corresponding octasubstituted phthalocyanines and phthalocyanines of the ABAB type.

Metal complexes of 1-methyltetrabenzooctadehydrocorrin

In reaction of 2,3-dihydro-3-[(1-hydroxy-1-methyl-1H-isoindol-3-yl)methylene]-1H-isoindol-1-one with hydrazine hydrate in the presence of a template agent (metal acetates) in butanol environment metal complexes formed of 1-methyltetrabenzooctadehydrocorrin. A scheme of formation of these compounds was suggested and their spectral characteristics were investigated.

Unusual Reaction of Tetrabenzoporphyrin and meso-Tetramethyltetrabenzoporphyrin Zinc Complexes with Sodium Nitrite in Acid Medium

Addition of sodium nitrite to a suspension of tetrabenzoporphyrin or meso-tetramethyltetrabenzoporphyrin zinc complex in hydrochloric acid results in elimination of one nitrogen atom from the macroring with formation of 4,5:9,10: 14,15:19,20-tetrabenzo-21,22,23-triazatetracyclo[16.2.1.13,6.18,11]tricosa-1,3,5,7,9,11,13,15,17,19-decaene or 4,5:9,10:14,15:19,20-tetrabenzo-2,7,12,17-tetramethyl-21,22,23-triaza-tetracyclo[16.2.1.13,6.18,11]tricosa-1,3,5,7,9,11,13,15,17,19-decaene zinc complexes, respectively.

Phthalimide Reaction with 2-Methylquinoline as a Procedure for Synthesis of meso-Heteryl-substituted Tetrabenzoporphins

A method was developed for preparation of meso-heteryl-substituted tetrabenzoporphines from phthalimide and 2-methylcholine in the presence of metal oxides. meso-Tetra(2-quinolyl)tetrabenzoporphin and its zinc complex were prepared along this procedure.