Issue 3, 2012
From the journal:

New Journal of Chemistry

Volatilisation of substituted ferrocene compounds of different sizes from room temperature ionic liquids: a kinetic and mechanistic study†

Chaopeng Fu,a   Leigh Aldous,a   Edmund J. F. Dickinson,a   Ninie S. A. Mananbc  and  Richard G. Compton*a  

* Corresponding authors

a Department of Chemistry, Physical and Theoretical Chemistry Laboratory, University of Oxford, South Parks Road, Oxford OX1 3QZ, UK
E-mail: richard.compton@chem.ox.ac.uk
Fax: +44 (0)1865 275 410
Tel: +44 (0)1865 275 413

b School of Chemistry and Chemical Engineering, The QUILL Centre, Queen's University Belfast, Belfast BT9 5AG, UK

c Department of Chemistry, Faculty of Science, University of Malaya, Kuala Lumpur, Malaysia

Abstract

The volatilisation of a range of ferrocene compounds from a range of room temperature ionic liquids (RTILs) into a flow of nitrogen gas was investigated. Namely, n-butylferrocene, 1,1′-dimethylferrocene and ferrocene were investigated in N-butyl-N-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide ([C4mpyrr][NTf2]), 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([C2mim][NTf2]) and 1-butyl-3-methylimidazolium tetrafluoroborate ([C4mim][BF4]). Cyclic voltammetric and chronoamperometric monitoring of the ferrocene compound concentration allowed quantification of the rate constants of volatilisation, k, activation energies of volatilisation, Ea, and entropies of activation, ΔS‡. The rate of volatilisation was found to be ferrocene > 1,1′-dimethylferrocene > n-butylferrocene, and trends in the rate constant of the volatilisation process as a function of molecular size and ionic liquid surface tension were investigated. These indicate that the transition state for the volatilisation is when the solute is located in the liquid surface, and that the creation of a cavity of some sort in the liquid surface is necessary to allow volatilisation.

Graphical abstract: Volatilisation of substituted ferrocene compounds of different sizes from room temperature ionic liquids: a kinetic and mechanistic study

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Article information

DOI
https://doi.org/10.1039/C2NJ20704D
Article type
Paper
Submitted
11 Aug 2011
Accepted
12 Dec 2011
First published
09 Jan 2012

New J. Chem., 2012,36, 774-780

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Volatilisation of substituted ferrocene compounds of different sizes from room temperature ionic liquids: a kinetic and mechanistic study

C. Fu, L. Aldous, E. J. F. Dickinson, N. S. A. Manan and R. G. Compton, New J. Chem., 2012, 36, 774 DOI: 10.1039/C2NJ20704D

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