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New Versatile Strategy towards Zinc(II)-, Copper(II)- and Cobalt(II)-Metallated Thiophene/Porphyrin-Hybrids
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SYSNO ASEP 0348873 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title New Versatile Strategy towards Zinc(II)-, Copper(II)- and Cobalt(II)-Metallated Thiophene/Porphyrin-Hybrids Author(s) Zöllner, M. J. (DE)
Becker, E. (DE)
Jahn, Ullrich (UOCHB-X) ORCID
Kowalsky, W. (DE)
Johannes, H. H. (DE)Number of authors 5 Source Title European Journal of Organic Chemistry - ISSN 1434-193X
-, č. 23 (2010), s. 4426-4435Number of pages 10 s. Language eng - English Country DE - Germany Keywords porphyrinoids ; ligand design ; hybrid monomers ; UV/Vis spectroscopy ; cyclic voltammetry Subject RIV CC - Organic Chemistry CEZ AV0Z40550506 - UOCHB-X (2005-2011) UT WOS 000281533400012 DOI 10.1002/ejoc.200901237 Annotation A series of linear and lateral functionalised porphyrin–thiophene hybrid molecules was synthesised. Directly linked metal-free conjugates were synthesised by a successive bromination/cross-coupling sequence and transformed subsequently into zinc, copper and cobalt porphyrins. In the lateral connection mode, diverse strategies were necessary to obtain zinc and cobalt porphyrins, whereas the synthesis of the copper derivative followed an established route. All compounds were investigated by cyclic voltammetry. Within the series, the cobalt derivatives were exceptional because the cobalt porphyrin oxidation proved to be in competition with the thiophene oxidation. These results lead to a better understanding of the redox behaviour because such hybrid molecules consist of two independent redox centres. Furthermore, in the linear case, the absorption spectra clearly indicated an electronic influence of the thiophene periphery on the porphyrin, although conjugation is hindered strongly. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418 Year of Publishing 2011
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