Synthesis and redox behavior of a trans-phenolic phenyl porphyrin

CHED 322

Evan G. Buchanan, buchan_e@denison.edu and Thomas A. Evans, evans@denison.edu. Department of Chemistry and Biochemistry, Denison University, Ebaugh Laboratories, Granville, OH 43023
Porphyrins are important in many biological processes and have an assortment of applications including photodynamic therapy. A trans-diphenolic phenylporphyrin (TDPP) is a potential photosensitizing agent because of the ease with which it is oxidized. Results of the synthesis of TDPP by TFA-catalyzed condensation of a phenolic dipyrromethane and mesitylaldehyde will be reported along with our characterization of redox behavior of TDPP and its zinc and iron derivatives by cyclic voltammetry and chemical reaction.