Systematic Evaluation of 2,6-Linked Pyridine鈥揟hiophene Oligomers

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• 作者：Silvia V. Rocha ; Nathaniel S. Finney
• 刊名：Journal of Organic Chemistry
• 出版年：2013
• 出版时间：November 15, 2013
• 年：2013
• 卷：78
• 期：22
• 页码：11255-11261
• 全文大小：370K
• 年卷期：v.78,no.22(November 15, 2013)
• ISSN：1520-6904

文摘

An efficient synthesis of alternating 2,6-linked pyridine鈥搕hiophene (Py-Th) oligomers allows systematic evaluation of their optical and electrochemical properties. The six- and eight-ring oligomers are revealed to be brightly luminescent, even in the solid state. The oligomers are easily reduced but cannot be electrochemically oxidized. The longer oligomers have reduction potentials similar to those reported for pyridine鈥搕hiophene polymers of less defined structure. Protonation of the pyridine or substitution at C4 are shown to further modulate the electronic properties and, in combination with the low-lying absolute LUMO energies, these data suggest that the compounds are potential n-type materials worthy of further study.