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Talanta. 2013 Mar 15;106:454-8. doi: 10.1016/j.talanta.2013.01.029. Epub 2013 Jan 21.

Cyclotriveratrylene-carbazole cage for self-assembly of C₆₀.

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  • 1School of Chemistry and Chemical Engineering, Research Center of Environmental Science and Engineering, Shanxi University, Taiyuan 030006, China.

Abstract

A novel open-bowl pyramidal compound cyclotriveratrylene-carbazole (CTV-CZ) was designed and synthesized. Its absorption and emission spectroscopic properties in different organic solvents were characterized. Three absorption peaks of CTV-CZ around 235 nm, 260 nm and 290 nm were observed. The fluorescence emission peaks were at about 353 nm and 368 nm using a solution of ∼10(-7)M CTV-CZ. The intermolecular interaction between CTV-CZ and fullerene (C₆₀) was studied in detail by UV-vis absorption and fluorescence spectra. CTV-CZ could associate with C₆₀ to form supramolecular complex with 1:1 molar ratio and the binding constant was estimated to be 5.0(6) × 10(4)M(-1) by fluorimetry. The formation of inclusion complex for CTV-CZ and C₆₀ was further confirmed by (1)H NMR and cyclic voltammetry. The downfield shift of protons of CTV-CZ in its (1)H NMR spectrum and the decrease of redox currents on addition of C₆₀ showed that photo induced electron transfer (PET) occurred from the electron donor CTV and CZ units to the electron acceptor C₆₀.

Copyright © 2013 Elsevier B.V. All rights reserved.

PMID:
23598151
[PubMed]
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