NDLI: Nanostructured films of <i>in situ</i> deprotected thioacetyl-functionalized C<sub>60</sub>-fullerenes on a gold surface

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Inside back cover

Back cover

Journal of Materials Chemistry A Vol - 2 Issue - 6

Journal of Materials Chemistry A Vol - 2 Issue - 5

Journal of Materials Chemistry A Vol -1

Nanostructured films of in situ deprotected thioacetyl-functionalized C₆₀-fullerenes on a gold surface

Content Provider	Royal Society of Chemistry (RSC)
Author	Pawłowska, Joanna Pawłowski, Jan Kaim, Andrzej Bilewicz, Renata Piotrowski, Piotr Więckowska, Agnieszka
Copyright Year	2014
Abstract	A series of thioacetyl-functionalized fullerene-C60 derivatives were synthesized using the Prato reaction of fullerene-C60 with six different 4-(S-acetylthioalkyl)benzaldehydes. The structures of the synthesized compounds were characterized by FT-IR, 1H NMR and ESI-MS techniques. The LUMO–HOMO band gaps, derived from DFT B3LYP/6-31G* calculations, for the azomethine ylides corresponding to each 4-(S-acetylthioalkyl)benzaldehyde and fullerene-C60 were correlated with the efficiency of the Prato reaction. The compounds were deposited onto gold electrodes via self-assembly following an in situ deprotection procedure which transformed the thioacetyl-functionalized compounds into their thiolated derivatives. The redox properties of the C60 derivatives in solution were characterized using Voltammetry. The LUMO–HOMO band gaps obtained from the electrochemical data were compared with the density functional theory (DFT) values for the optimized structures. The thioacetyl-functionalized C60 derivatives were employed for the catalytic reduction of halogenated hydrocarbons. Following deprotection, they were also employed for the modification of gold substrates. The solvent dependent barrier properties of the thiolated fullerene films were investigated using Cyclic Voltammetry (CV) and Electrochemical Impedance Spectroscopy (EIS). The topography of the C60 derivative modified electrode was investigated using X-ray Photoelectron Spectroscopy (XPS) and Atomic Force Microscopy (AFM), which confirmed stable modification of the Au support with a three dimensional (3D) film of worm-like fullerene aggregates.
Starting Page	2353
Ending Page	2362
Page Count	10
File Format	HTM / HTML PDF
ISSN	20507488
Volume Number	2
Issue Number	7
Journal	Journal of Materials Chemistry A
DOI	10.1039/c3ta13844e
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Atomic Force Microscopy Prato Prato reaction Fourier-transform infrared spectroscopy Nuclear magnetic resonance Benzaldehyde Self-assembly Redox Voltammetry Electrochemistry Density functional theory Haloalkane Solvent Fullerene Cyclic voltammetry Dielectric spectroscopy Electrode X-ray crystallography Atomic-force microscopy Three-dimensional space
Content Type	Text
Resource Type	Article
Subject	Chemistry Renewable Energy, Sustainability and the Environment Materials Science

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