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Paper | Special issue | Vol 77, No. 2, 2009, pp.887-898
Published online, 9th September, 2008
DOI: 10.3987/COM-08-S(F)55
Synthesis and Properties of Benzene-fused Diporphyrins with Various Metals

Hidemitsu Uno,* Masakazu Hahimoto, and Akiko Fujimoto

*Integrated Center for Science, Ehime University, Bunkyo-cho 2-5, Matsuyama 790-8577, Japan


Various metalloporphyrins bearing a dihydroethanoisoindole unit were prepared by the inverse-type [3+1] porphyrin synthesis of a bicyclo[2.2.2]octadiene[BCOD]-connected dipyrrole with tetrahydrotripyrrin- dicarbaldehyde followed by metallation. Another [3+1] porphyrin synthesis of the pyrrole-connected porphyrins followed by the second metallation afforded BCOD-connected diporphyrins with different metals. Thermal conversion of the BCOD skeleton into benzene moiety gave π-system-fused diporphyrin with the different metals in a highly pure form.