A structural isomer of nonaromatic porphyrin: preparation of 20pi-conjugated porphycene based on electronic perturbation.
A porphycene having four CF3 groups at the beta-pyrrolic positions affords a stable 20pi-conjugated form in the presence of a 2H+-2e- donor due to the high redox potential of the tetrapyrrole ring framework. No visible band in the UV-vis spectrum and the highly ruffled structure determined by X-ray crystallography support its nonaromatic character. The ethylene bridge moiety in the 20pi-conjugated framework displayed the olefinic reactivities.
Matsuo
Takashi
T
Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Ito
Kazuyuki
K
Kanehisa
Nobuko
N
Hayashi
Takashi
T