Issue 34, 2009

Surface-enhanced Raman scattering studies of rhodanines: evidence for substrate surface-induced dimerization

Abstract

The surface-enhanced Raman scattering (SERS) spectra of rhodanine adsorbed on silver nanoparticles have been examined using 514.5 and 632.8 nm excitation. There is evidence that, under the experimental conditions used, rhodanine undergoes a nanoparticle surface-induced reaction resulting in the formation of a dimeric species via the active methylene group in a process which is analogous to the Knoevenagel reaction. The experimental observations are supported by DFT calculations at the B3-LYP/cc-pVDZ level. Calculated energies for the interaction of the E and Z isomers of the dimers of rhodanine with silver nanoparticles support a model in which the (intra-molecular hydrogen bonded) E isomer dimer is of lower energy than the Z isomer. A strong band, at 1566 cm−1, in the SERS spectrum of rhodanine is assigned to the ν(C[double bond, length as m-dash]C) mode of the dimer species.

Graphical abstract: Surface-enhanced Raman scattering studies of rhodanines: evidence for substrate surface-induced dimerization

Supplementary files

Article information

Article type
Paper
Submitted
11 Mar 2009
Accepted
22 Jun 2009
First published
21 Jul 2009

Phys. Chem. Chem. Phys., 2009,11, 7476-7483

Surface-enhanced Raman scattering studies of rhodanines: evidence for substrate surface-induced dimerization

S. Jabeen, T. J. Dines, R. Withnall, S. A. Leharne and B. Z. Chowdhry, Phys. Chem. Chem. Phys., 2009, 11, 7476 DOI: 10.1039/B905008F

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