Synthesis of a phosphorus-containing hybrid porphyrin.
A phosphorus-containing hybrid porphyrin was successfully prepared via the BF3-promoted dehydrative condensation between sigma4-phosphatripyrrane and 2,5-bis[hydroxy(phenyl)methyl]thiophene. The NMR and UV-vis absorption spectra, electrochemical measurements, and DFT calculations revealed that the sigma3-P,N2,S-hybrid porphyrin exhibits high aromaticity as an 18pi-electron system in terms of both geometric and magnetic criteria. [structure: see text]
Matano
Yoshihiro
Y
Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan. matano@scl.kyoto-u.ac.jp
Nakabuchi
Takashi
T
Miyajima
Tooru
T
Imahori
Hiroshi
H
Nakano
Haruyuki
H
D004563:Electrochemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010758:Phosphorus / Q000737:chemistry*; D011166:Porphyrins / Q000138:chemical synthesis*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013056:Spectrophotometry, Ultraviolet
D007202:Indicators and Reagents; D011166:Porphyrins; D010758:Phosphorus