Studies on the synthesis and complex formation of novel phthalocyanines containing mixed donors

SUMMARY Studies on The Synthesis and Complex Formation of Novel Phthalocyanines Containing Mixed Donors 7,8-Disyano-4,ll,22,23-tetrathia-l,14-diazapentacyclo-[12.10.10.05-,0.0l6,21.026'3,]-tetra- triconta- 5,7, 12, 19,20,2 1,28,30,32-nonan (3) and its isoindoline derivative (5) have been synthesized as starting materials which were prepared by the reaction of 6,7,8,9, 15, 16, 17,1 8- octahydrodibenzo[f,m][l,4,8,ll]dithiadiazacyclotetradecine (1) and 1,2-bis (2-iodoethyl- mercapto)-4,5-dicyanobenzene (2) to prepare macrobicyclic group containing symmetrically phthalocyanine. This phthalocyanine has been used for preparing tetrakis macrobicyclic phthalocyaninato Ni (II) complex by using related metal salt. On the other hand crosswise substituted phthalocyanine (6) with two nitro and two macrobicyclic groups were synthesized by a condensation of 6-nitro-l,3,3-trichloroisoindolenine and isoindoline derivative of (3) with presence of sodium methoxide, hydroquinone and tnethylamine in THF media. Zinc (II) phthalocyaninato was obtained by the reaction of crosswise substituted phthalocyanine and corresponding metal salt in reflux condition. The novel compounds have been characterized by elemental analyses, and infrared, proton and carbon- 13 N.M.R., uv- visible and fast atom bombardment mass spectra. Keywords: Macrocycle, macrobicycle, phthalocyanine, crosswise susbtituted phthalocyanine, metallophthalocyanines, aggregation. VIII