Tetrakis(ferrocenylethynyl)ethene:synthesis, spectro)electrochemical and quantum chemical characterisation

Vincent, K. B., Gluyas, J. B. G., Guckel, S., Zeng, Q., Hartl, F. ORCID: https://orcid.org/0000-0002-7013-5360, Kaupp, M. and Low, P. J. (2016) Tetrakis(ferrocenylethynyl)ethene:synthesis, spectro)electrochemical and quantum chemical characterisation. Journal of Organometallic Chemistry, 821. pp. 40-47. ISSN 0022-328X doi: 10.1016/j.jorganchem.2016.04.018

Abstract/Summary

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.

Item Type	Article
URI	https://reading-clone.eprints-hosting.org/id/eprint/68155
Identification Number/DOI	10.1016/j.jorganchem.2016.04.018
Refereed	Yes
Divisions	Interdisciplinary centres and themes > Chemical Analysis Facility (CAF) Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
Publisher	Elsevier
Download/View statistics	View download statistics for this item