Tetrakis(ferrocenylethynyl)ethene: Synthesis, (Spectro)electrochemical and quantum chemical characterisation

K.B. Vincent, Josef Gluyas, S. Gückel, Q. Zeng, F. Hartl, M. Kaupp, Paul Low

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© 2016 Elsevier B.V.Tetrakis(ferrocenylethynyl)ethene (1) has been prepared in four steps from ethynyl ferrocene (2). In a dichloromethane solution containing 10-1 M NBu4[PF6], only a single oxidation process is observed by cyclic voltammetry, corresponding to the independent oxidation of the four ferrocenyl moieties. However, in dichloromethane containing 10-1 M NBu4[BArF4] electrolyte, where [BArF4]– is the weakly associating anion [B{C6H3(CF3)2-3,5}4]–, four distinct oxidation processes are resolved, although further spectroelectrochemical investigation revealed essentially no through bond interaction between the individual ferrocenyl moieties. Quantum chemical treatment of 1 identified several energetic minima corresponding to different relative orientations of the ferrocenyl moieties and the plane of the all-carbon bridging fragment. Further computational investigation of the corresponding monocation [1]+ supported the notion of charge localisation with no evidence for significant through bond electronic interactions.
Original languageEnglish
Pages (from-to)40-47
Number of pages8
JournalJournal of Organometallic Chemistry
Early online date13 Apr 2016
Publication statusPublished - 15 Oct 2016


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