Document Detail


Imidazole as a Donor/Acceptor Unit in Charge-Transfer Chromophores with Extended π-Linkers.
MedLine Citation:
PMID:  21598401     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Eleven new, stable, push-pull systems that feature 4,5-bis[4-(N,N-dimethylamino)phenyl]imidazole and 4,5-dicyanoimidazole as the donor and acceptor moieties and the systematically extended and varied π-linker were prepared and investigated. Evaluation of the measured UV/Vis spectra, electrochemical data (cyclic voltammetry (CV), rotating-disc voltammetry (RDV), and polarography) and calculated β and γ polarizabilities showed efficient charge transfer (CT) in biimidazole-type chromophores. Push-pull system 27, which features a planar thiophene-derived π-linker, was revealed to be the most efficient chromophore within the studied series. This chromophore possessed the most bathochromically shifted CT band, the lowest electrochemical gap, and highest β and γ polarizabilities. The CT transition was most significantly affected by structural features such as π-linker length, planarity, conjugating arrangement, and the presence of olefinic/acetylenic or 1,4-phenylene/thiophene subunits in the π-linker.
Authors:
Jiří Kulhánek; Filip Bureš; Oldřich Pytela; Tomáš Mikysek; Jiří Ludvík
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2011-5-19
Journal Detail:
Title:  Chemistry, an Asian journal     Volume:  -     ISSN:  1861-471X     ISO Abbreviation:  -     Publication Date:  2011 May 
Date Detail:
Created Date:  2011-5-20     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101294643     Medline TA:  Chem Asian J     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Copyright Information:
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Affiliation:
Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, Pardubice, 53210 (Czech Republic), Fax: (+420) 46-603-7068.
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