SYNTHESIS AND PROPERTIES OF CONJUGATED PORPHYRINS WITH A DIACETYLENE SPACER

A series of (porphyrin)-(C=C)2-C6H4-R1 (R1=NO2, H, Me, and OMe) were synthesized by the oxidative coupling of ethynyl porphyrins and phenylacetylenes in the presence of copper(II) acetate in pyridine. Electronic and electrochemical spectra of the compounds with R1 = H, Me, and OMe are quite similar, while pronounced change was observed for the compound with R1 = NO2, especially for the meso-substituted one, indicating that intramolecular charge transfer is responsible for the difference.