Facile synthesis and characterization of new polymerizable conjugated 2,5-di(selenophen-2-yl)pyrroles and 2,5-difuranylpyrroles

Facile synthesis and characterization of new polymerizable conjugated 2,5-di(selenophen-2-yl)pyrroles and 2,5-difuranylpyrroles

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...

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Bibliographic Details
Published in:Tetrahedron letters Vol. 52; no. 6; pp. 711 - 714
Main Authors: Amaladass, Pitchamuthu, Pasunooti, Kalyan Kumar, Png, Zihuan, Liu, Xue-Wei
Format: Journal Article
Language:English
Published: Elsevier Ltd 09-02-2011
Subjects:
Conjugation
Derivatives
Electrode potentials
Emission
Friedel–Crafts acylation
Heterocycles
Paal–Knorr reaction
Phenyls
Polymerization
Polymers
Pyrrole derivatives
Synthesis (chemistry)
Tetrahedrons
Friedel–Crafts acylation
Heterocycles
Paal–Knorr reaction
Polymers
Pyrrole derivatives
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Summary: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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ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2010.12.019