Synthesis and Photophysical Properties of Low Symmetrical Porphyrin-Amino Acid Conjugates and Their Zn Complexes

Abstract

A series unsymmetrical amino acid substituted porphyrins and their Zn-complexes were synthesized and full characterized by1 H NMR and UV-Vis spectroscopy and MALDI-TOF spectrometry. Starting with meso-tetraphenylporphyrin (H 2 TPP) 1, porphyrin 2 with one nitro group was synthesized via regioselective nitration reaction. Reduction of the 5-(4'-nitrophenyl)-10,15,20-tris(phenyl)porphine 2 and coupling of obtained 5-(4'-aminophenyl)-10,15,20-tris(phenyl)porphine 3 with Boc-protected glycine, L-phenylalanine, L-and D-leucine and L-isoleucine получен-ного 5-(4'-аминофенил)-10,15,20-трифенилпорфина 3 с Вос-защищенными глицином, L-фенилаланином, L-и D-лейцином и L-изолейцином

Synthesis and Acid-Base Properties of Tetraphenylporphine Derivatives with Amino Acid “Anchor” Groups

“…The starting compound for obtaining asymmetrical porphyrines H 2 P2 and H 2 P3 —5-(4-aminophenyl)-10,15,20-triphenyl porphine H 2 P1 was synthesized in two steps from tetraphenylporphyrin [ 18 ]. Solvents (Aldrich, 0.03% Н 2 О) were used without additional purification.…”