SYNTHESIS AND CHARACTERIZATION OF AMINO-A CID BRIDGED NOVEL CHIRAL ZINC PORPHYRIN DIMER

Novel phenylalanine bridged dimeric porphyrin was synthesized by the r eaction of 5-[o-(2-bromo-1-ethoxyl) ]-10,15,20-triphenylporphyrin and amino acid in DMF in the presence of phase transfer catalyst BTEAC in about 10%-15% yields. Zinc complexes derived exhibit strong split indu ced circular dichroism(ICD) at the soret absorption region and weak si ngle peak ICD at the Q absorption. While the corresponding free base p orphyrin exhibits no obvious ICD. L- and D-phenylalanine bridged zinc porphyrin dimer constituted pairs of enantiomers, These complexes can be used as good model compounds for the investigation of induced circu lar dichroism of porphyrin occurring in natural systems.