Facile synthesis and characterization of new polymerizable conjugated 2,5-di(selenophen-2-yl)pyrroles and 2,5-difuranylpyrroles |
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Authors: | Pitchamuthu AmaladassKalyan Kumar Pasunooti Zihuan PngXue-Wei Liu |
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Affiliation: | Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore |
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Abstract: | A facile synthesis of novel π-conjugated 2,5-di(selenophen-2-yl)pyrroles (SeNSe) and 2,5-difuranylpyrroles (ONO) via Paal-Knorr reaction as the key step is presented. Photophysical and electrochemical studies of the various products have been explored. A bathochromic shift of the emission maximum is observed for all SeNSes over ONOs. Extended conjugation with a phenyl moiety further promotes the bathochromic shift. These SeNSe and ONO derivatives exhibit lower oxidation potentials than their terselenophene and terthiophene analogues. |
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Keywords: | Heterocycles Pyrrole derivatives Polymers Paal-Knorr reaction Friedel-Crafts acylation |
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