Journal
SUPRAMOLECULAR CHEMISTRY
Volume 21, Issue 5, Pages 372-378Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/10610270802017673
Keywords
beta-cyclodextrin; tetrathiafulvalene; cyclobis(paraquat-p-phenylene); charge transfer complex; inclusion
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Funding
- CNRS
- University of Angers
- University of Dunkerque
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We report the synthesis of 4,5-di(ethylthio)-4'-[6-deoxy--cyclodextrin-6-yl-aminocarbonyl]-tetrathiafulvalene (beta-CD-DET-TTF) and its inclusion abilities towards cyclobis(paraquat-p-phenylene) (CBPQT(4+)) and 1-naphthol. The structure of the synthesised compound has been established by mass spectrometry and H-1 NMR spectra combined with a theoretical MM3 and AM1 study. The sensor affords a charge transfer (CT) complex with the CBPQT(4+) and is able to include 1-naphthol in the cyclodextrin cavity. The complexes were characterised experimentally by UV-vis spectroscopy and simulated by a MM3 docking procedure. The sensing ability of the beta-CD-DET-TTF/CBPQT(4+) complex towards 1-naphthol has been investigated by a competitive spectral method.
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