Browsing by Author "Rapta, Peter"

A detailed spectroelectrochemical and theoretical study of thienyl derivatives based on pyrene, namely 1-(2-thienyl)-pyrene (1), 1,6-bis(2-thienyl)-pyrene (2), 1,4-bis(2-thienyl)-pyrene (3), 1,3,6-tris(2-thienyl)-pyrene (4) and 1,3,6,8-tetra(2-thienyl)-pyrene (5), and their oxidation products with focus on the formation of their corresponding cationic states are presented. Regioregular polymeric systems were prepared by means of electrochemical polymerization from monomers 2-4. The redox behavior of the corresponding polymers was studied by cyclic voltammetry and in situ EPR/UV-vis-NIR spectroelectrochemistry with the aim of obtaining details on the type of charge carriers within the polymer film. Quantum chemical calculations of the optimal geometries and optical transitions for the neutral and charged forms were performed in order to reveal the influence of electrochemical oxidation on the molecular structure of the monomers and corresponding dimers and/or polymers. (C) 2013 Elsevier Ltd. All rights reserved.

A series of various thienyl derivatives of pyrene were synthesized by Stille cross-coupling procedure. Their structures were characterized by H-1 NMR, C-13 NMR and elemental analysis. The spectroscopic characteristics were investigated by UV-vis absorption and fluorescence spectra. Based on quantum chemical calculations, the energy levels of investigated molecules with respect to the pyrene molecule were also discussed.