Interactions between tetrathiafulvalene units in dimeric structures – the influence of cyclic cores

Autor: Huixin Jiang, Virginia Mazzanti, Christian R. Parker, Søren Lindbæk Broman, Jens Heide Wallberg, Karol Lušpai, Adam Brincko, Henrik G. Kjaergaard, Anders Kadziola, Peter Rapta, Ole Hammerich, Mogens Brøndsted Nielsen
Jazyk: angličtina
Rok vydání: 2015
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 11, Iss 1, Pp 930-948 (2015)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.11.104
Popis: A selection of cyclic and acyclic acetylenic scaffolds bearing two tetrathiafulvalene (TTF) units was prepared by different metal-catalyzed coupling reactions. The bridge separating the two TTF units was systematically changed from linearly conjugated ethyne, butadiyne and tetraethynylethene (trans-substituted) units to a cross-conjugated tetraethynylethene unit, placed in either acyclic or cyclic arrangements. The cyclic structures correspond to so-called radiaannulenes having both endo- and exocyclic double bonds. Interactions between two redox-active TTF units in these molecules were investigated by cyclic voltammetry, UV–vis–NIR and EPR absorption spectroscopical methods of the electrochemically generated oxidized species. The electron-accepting properties of the acetylenic cores were also investigated electrochemically.
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