Porphyrins bearing stable meso-alkylidenyl double bonds. A new family of nonplanar porphyrinoids.
[Structure: see text] Unique core-modified porphyrinoids, such as oxabenziporphyrins, oxapyriporphyrins, and thiapyriporphyrins, bearing exocyclic C-C double bonds at meso-positions, have been synthesized and characterized. The synthesis was accomplished by utilizing typical "3+1"-type condensation. Two different stable tautomeric forms were isolated, and the two tautomeric forms can be interconvertible upon treatment with base. In contrast, only the structure bearing an exocyclic double bond was isolated in the case of oxapyriporphyrin and oxabenziporphyrin.
Sim
Eun-Kyung
EK
Department of Chemistry, Kangwon National University, Chun-Chon 200-701, Korea.
Jeong
Seung-Doo
SD
Yoon
Dae-Wi
DW
Hong
Seong-Jin
SJ
Kang
Youngjin
Y
Lee
Chang-Hee
CH