234
Views
1
CrossRef citations to date
0
Altmetric
Articles

Synthesis and characterization of low-melting ferrocenyl salts: a study of thermal and photochemical redox reactions

, , , &
Pages 2584-2603 | Received 26 Oct 2017, Accepted 21 May 2018, Published online: 10 Oct 2018
 

Abstract

The syntheses of bis(trifluoromethane) sulfonimide N-(ferrocenylmethyl) N,N,N-trimethyl ammonium salt 1 and bis(trifluoromethane) sulfonimide N′,N-bis(ferrocenylmethyl) inmidazolium salt 2 are reported. The compounds show low melting points, 76° and 125 °C, respectively, and were characterized by spectroscopic techniques 1H-NMR, mass spectrometry, FT-IR spectroscopy, cyclic voltammetry, and XRD crystallographic analysis. Cyclic voltammetry results demonstrate that both salts have a quasi-reversible electrochemical behavior, similar to the reversible one shown by ferrocene under the same conditions. In the case of 1, a coupled chemical reaction was detected at slow scan rates after the oxidation. Transient species in the redox processes were investigated using flash photolysis and pulse radiolysis. In both cases, transient spectra of the products were similar to transient spectra observed for ferrocene. The decay kinetics of the oxidized and reduced transients were examined and mechanistic information was obtained. The experimental results show the potential uses of the two complexes as catalytic materials for electrochemical applications.

Graphical Abstract

Disclosure statement

No potential conflict of interest is reported by the authors.

Additional information

Funding

Authors thank HYPERLINK "http://dx.doi.org/10.13039/501100002848" CONICYT Scholarship 21140272, Luksic Scholarship for PhD international stay, granted by Pontificia Universidad CatÆlica, project HYPERLINK "http://dx.doi.org/10.13039/501100002850" FONDECYT 1141199, RC 130006 CILIS, granted by Fondo de InnovaciÆn para la Competitividad del Ministerio de Economia, Fomento y Turismo, Chile. Part of this work was carried out in the Notre Dame Radiation Laboratory (NDRL). The NDRL is supported by the Division of Chemical Sciences, Geosciences and Biosciences, Basic Energy Sciences, Office of Science, HYPERLINK "http://dx.doi.org/10.13039/100000199" United States Department of Energy through grant number DE-FC02-04ER15533. This is contribution number NDRL 5217

Log in via your institution

Log in to Taylor & Francis Online

PDF download + Online access

  • 48 hours access to article PDF & online version
  • Article PDF can be downloaded
  • Article PDF can be printed
USD 61.00 Add to cart

Issue Purchase

  • 30 days online access to complete issue
  • Article PDFs can be downloaded
  • Article PDFs can be printed
USD 1,057.00 Add to cart

* Local tax will be added as applicable

Related Research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.