Synthesis, photophysical, and electrochemical properties of 2,5-diaryl-indolizines

A variety of novel 2,5-diaryl-indolizines have been prepared through the palladium-catalyzed cross-coupling reactions of organozinc reagents prepared from 2-aryl-indolizines with aromatic halides. The photophysical properties of representative compounds indicate that the 2,5-diaryl-indolizines are p...

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Bibliographic Details
Published in:Tetrahedron 2014-05, Vol.70 (20), p.3249-3258
Main Authors: Amaral, Mônica F.Z.J., Deliberto, Laila A., de Souza, Camila R., Naal, Rose M.Z.G., Naal, Zeki, Clososki, Giuliano C.
Format: Article
Language:English
Subjects:
Chemical reactions
Cross-coupling reaction
Dimerization
Electrochemical properties
Halides
Indolizine
Marking
Optoelectronic devices
Organozinc compounds
Photophysical properties
Synthesis (chemistry)
Tetrahedrons
Voltammetry
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Summary:A variety of novel 2,5-diaryl-indolizines have been prepared through the palladium-catalyzed cross-coupling reactions of organozinc reagents prepared from 2-aryl-indolizines with aromatic halides. The photophysical properties of representative compounds indicate that the 2,5-diaryl-indolizines are promising candidates to be used in optoelectronic devices and biomolecular labeling. In addition, cyclic voltammetry studies of some nitrophenyl-substituted indolizines have shown evidences of an oxidation process without the correspondent reduction peak suggesting a dimerization reaction. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2013.11.105