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標題: New synthesis of zinc tetrakis(arylethynyl) porphyrins and substituent effects on their redox chemistry
作者: Kuo, M.C.
Li, L.A.
Yen, W.N.
Lo, S.S.
Lee, C.W.
Yeh, C.Y.
關鍵字: transition-metal porphyrins;electrochemical properties;electronic;communication;photophysical properties;molecular-structure;ground-state;diporphyrins;dependence;oligomers;polymer
Project: Dalton Transactions
期刊/報告no:: Dalton Transactions, Issue 14, Page(s) 1433-1439.
Sonogashira coupling of zinc 5,10,15,20-tetraethynylporphyrin with various phenyl iodides under mild conditions afforded good yields of the corresponding zinc porphyrins. This method is applicable to a variety of aryl iodides including meso-substituted iodoporphyrin to form a conjugated star-shaped multiporphyrin. The UV-Vis spectra show that peak broadening, red shifts, and changes in the oscillator strength of absorptions increase with the extension of pi-conjugation. In the electrochemical measurements, the first oxidation of porphyrins 4-9 occurs at potentials in the range + 0.89 to + 1.08 V, which are comparable to that of ZnTPP (TPP = tetraphenylporphyrin). The first reduction was observed at potentials from -0.73 to - 0.89 V, which is anodically shifted by 390-550 mV as compared to that of ZnTPP, and the second reduction occurs at potentials in the range -1.12 to -1.33 V. The para-substituted tetrakis(phenylethynyl) porphyrins show substituent effects on their redox chemistry and exhibit only slight substituent effects in their emission and absorption maxima.
ISSN: 1477-9226
DOI: 10.1039/b617170b
Appears in Collections:化學系所

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