Synthesis of phthalocyanines crosswise-substituted with two alkylsulfanyl and two crown-ether

Abstract

Crosswise-substutited phthalocyanines with two nitro and two dodecylsulfanyl groups are synthesized by a 1:1 condensation of 1,3-dihydro-1,3-diimino-6-(n-dodecylsulfanyl) isoimino indolenine with 6-nitro-1,3,3-trichloroisoindolenine in the presence of sodium methoxide, hydroquinone and triethylamine. Nitro substituents are reduced to amines by sodium sulfide and condensation of the amino groups with benzo-15-crown-5-aldehyde results in a new Pe with two benzo-15-crown-5-imino substituents. The compounds have been characterized by elemental analyses, UV/Vis and IR spectroscopy.