Imidazole as a Donor/Acceptor Unit in Charge-Transfer Chromophores with Extended pi-Linkers

0363289 - ÚFCH JH 2012 RIV DE eng J - Journal Article
Kulhánek, J. - Bureš, F. - Pytela, O. - Mikysek, T. - Ludvík, Jiří
Imidazole as a Donor/Acceptor Unit in Charge-Transfer Chromophores with Extended pi-Linkers.
Chemistry-An Asian Journal. Roč. 6, č. 6 (2011), s. 1604-1612. ISSN 1861-4728. E-ISSN 1861-471X
Institutional research plan: CEZ:AV0Z40400503
Keywords : charge transfer * conjugation * donor-acceptor systems
Subject RIV: CG - Electrochemistry
Impact factor: 4.500, year: 2011

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 pi-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 beta and gamma polarizabilities showed efficient charge transfer (CT) in biimidazole-type chromophores. Push-pull system 27, which features a planar thiophene-derived pi-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 beta and gamma polarizabilities.
Permanent Link: http://hdl.handle.net/11104/0199271