Synthesis, structures, and optical and electrochemical properties of benzoporphycenes.
The first facile syntheses of free-base di- and tetrabenzoporphycenes and their metal complexes are reported, based on retro-Diels-Alder reactions of the corresponding bicyclo[2.2.2]octadiene-fused porphycenes, prepared by McMurray coupling of alpha,alpha'-diformyldipyrrole. The photophysical and electrochemical properties are analyzed based on UV/Vis absorption, magnetic circular dichroism (MCD), and fluorescence emission, lifetime and quantum yield measurements, cyclic and differential pulse voltammetry (CV and DPV) and time-dependent DFT calculations based on B3LYP geometry optimizations. Benzoporphycenes are found to be prime candidates for future use in photodynamic therapy.
Kuzuhara
Daiki
D
Graduate School of Science and Engineering, Ehime University, Matsuyama 790-8577, Japan.
Mack
John
J
Yamada
Hiroko
H
Okujima
Tetsuo
T
Ono
Noboru
N
Kobayashi
Nagao
N