Jump to main content
Jump to site search

Issue 26, 2014
Previous Article Next Article

Polypyrrole-functionalized ruthenium carbene catalysts as efficient heterogeneous systems for olefin epoxidation

Author affiliations

Abstract

New Ru complexes containing the bpea-pyr ligand (bpea-pyr stands for N,N-bis(pyridin-2-ylmethyl)-3-(1H-pyrrol-1-yl)propan-1-amine), with the formula [RuCl2(bpea-pyr)(dmso)] (isomeric complexes 2a and 2b) or [Ru(CN-Me)(bpea-pyr)X)]n+ (CN-Me = 3-methyl-1-(pyridin-2-yl)-1H-imidazol-3-ium-2-ide; X = Cl, 3, or X = H2O, 4), have been prepared and fully characterized. Complexes 3 and 4 have been anchored onto an electrode surface through electropolymerization of the attached pyrrole group, yielding stable polypyrrole films. The electrochemical behaviour of 4, which displays a bielectronic Ru(IV/II) redox pair in solution, is dramatically affected by the electropolymerization process leading to the occurrence of two monoelectronic Ru(IV/III) and Ru(III/II) redox pairs in the heterogeneous system. A carbon felt modified electrode containing complex 4 (C-felt/poly-4) has been evaluated as a heterogeneous catalyst in the epoxidation of various olefin substrates using PhI(OAc)2 as an oxidant, displaying TON values of several thousands in all cases and good selectivity for the epoxide product.

Graphical abstract: Polypyrrole-functionalized ruthenium carbene catalysts as efficient heterogeneous systems for olefin epoxidation

Back to tab navigation

Supplementary files

Publication details

The article was received on 07 Mar 2014, accepted on 30 Apr 2014 and first published on 01 May 2014


Article type: Paper
DOI: 10.1039/C4DT00698D
Author version available: Download Author version (PDF)
Citation: Dalton Trans., 2014,43, 9916-9923
  •   Request permissions

    Polypyrrole-functionalized ruthenium carbene catalysts as efficient heterogeneous systems for olefin epoxidation

    M. Dakkach, X. Fontrodona, T. Parella, A. Atlamsani, I. Romero and M. Rodríguez, Dalton Trans., 2014, 43, 9916
    DOI: 10.1039/C4DT00698D

Search articles by author

Spotlight

Advertisements