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Rapta P.,Leibniz Institute for Solid State and Materials Research | Rapta P.,Slovak University of Technology in Bratislava | Lukes V.,Leibniz Institute for Solid State and Materials Research | Lukes V.,Slovak University of Technology in Bratislava | And 4 more authors.
ChemPhysChem | Year: 2012

Model structures of 1,3,5-triarylbenzenes with a substituted benzene core linked to thienyl or 3,4-ethylenedioxythienyl (EDOT) terminal groups are studied by electrochemical and in situ ESR/UV/Vis/NIR spectroelectrochemical techniques. Oxidative polymerization of the monomers results in C-C coupling of the thiophene moieties in the 5-position, forming dimeric structures with bithiophene linkers as the first step. Both the doubly charged protonated dimer and the new dimer formed after proton release are studied in detail for 2,4,6-tris[2-(3,4-ethylenedioxythienyl)]-1-methoxybenzene. Quite high stability of the doubly charged σ dimer formed on oxidation with unusual redox behavior at the electrode is observed. Density functional calculations of the molecular structure as well as spectroscopic and electronic properties of charged states in 1,3,5-triarylbenzene derivatives in the monomeric, dimeric, and oligomeric form are presented. The complex spectroelectrochemical response of a thin solid film formed on the electrode surface upon potentiodynamic polymerization indicates the existence of different charge states of oligomeric structures within the solid matrix. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source


Idzik K.R.,Institute of Organic and Macromolecular Chemical | Beckert R.,Institute of Organic and Macromolecular Chemical | Tauscher E.,Institute of Organic and Macromolecular Chemical | Ledwon P.,Silesian University of Technology | And 6 more authors.
Materials Science Forum | Year: 2011

A series of various substituted 1,3,5-triarylbenzenes, 2,4,6-triaryl-1- phenoles, 1,3,5-triaryl-1-methoxybenzenes and 2,4,6-triaryl-1,3,5- trimethoxybenzenes were synthesized by a Stille cross-coupling procedure. Their structures were confirmed by 1H NMR, 13C NMR, and elemental analysis. Containing thienyl, furyl and EDOT groups polymers obtained in the process of electropolymerization could be carefully considered as a building material in a wide range of organic-electronic devices. We compare properties of monomers and related polymers depending on aryls moieties and their influence of hydroxyl and methoxyl groups attached to the central benzene core. © (2011) Trans Tech Publications. Source


Stippich K.,Institute of Organic and Macromolecular Chemical | Kretschmer R.,Institute of Organic and Macromolecular Chemical | Beckert R.,Institute of Organic and Macromolecular Chemical | Goerls H.,Institute of Inorganic and Analytical Chemistry
Synthesis | Year: 2010

A new two-step synthesis of N,N-disubstituted 2,2-biimidazoles from bisimidoyl chlorides is reported. The bisimidoyl chlorides react smoothly with (2,2-dimethoxyethyl)amine to give bisamidines that are subsequently cyclized to give the corresponding biimidazoles. © Georg Thieme Verlag Stuttgart New York. Source

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