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Aryl ester dendrimers incorporating tetrathiafulvalene units: convergent synthesis, electrochemistry and charge-transfer properties

Content Provider	Royal Society of Chemistry (RSC)
Author	Devonport, Wayne Moore, Adrian J. Marshallsay, Gary J. Goldenberg, Leonid M. Bryce, Martin R.
Copyright Year	1998
Abstract	The convergent synthesis of a range of aryl ester dendrimers with peripheral tetrathiafulvalene (TTF) units is reported.4-(Hydroxymethyl)-TTF and 4,5-(2-hydroxymethylpropane-1,3-diyldithio)-TTF have been used as the starting TTF reagents. The core reagents are benzene-1,3,5-tricarbonyl trichloride, terephthaloyl chloride, biphenyl-4-4′-dicarbonyl chloride and 4,4′-oxybis(benzenecarbonyl chloride). Dendrimers comprising up to 12 TTF units have been characterised by elemental analysis, plasma desorption mass spectrometry,1H NMR spectroscopy and solution electrochemistry. Cyclic voltammetry (CV) and ultra microelectrode CV studies show that the TTF dendrimers display nearly ideal redox behaviour for the TTF system with no significant interaction between the TTF units. Thin layer cyclic voltammetric studies show that all the TTF units of these systems undergo two, single-electron oxidations. The dendrimers form charge-transfer complexes upon reaction with iodine in solution. Intermolecular interactions of the TTF radical cations are observed in the UV–VIS spectra of some of the oxidised derivatives.
Starting Page	1361
Ending Page	1372
Page Count	12
File Format	PDF
ISSN	09599428
Volume Number	8
Issue Number	6
Journal	Journal of Materials Chemistry
DOI	10.1039/a800225h
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	TTF Convergent synthesis Aromaticity Ester Tetrathiafulvalene Benzene Terephthaloyl chloride Chloride Ion source Nuclear magnetic resonance spectroscopy Electrochemistry Cyclic voltammetry Electrode Redox Iodine
Content Type	Text
Resource Type	Article
Subject	Chemistry Materials Chemistry

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Aryl ester dendrimers incorporating tetrathiafulvalene units: convergent synthesis, electrochemistry and charge-transfer properties

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