Sugar-Functionalized Water-Soluble Cyclotriveratrylene Derivatives: Preparation and Interaction with Fullerene.
In: Journal of Organic Chemistry, Jg. 77 (2012-01-20), Heft 2, S. 971-974
academicJournal
Zugriff:
Cyclotriveratrylene (CTV) has attracted much attention because of its good chemical stability, small cavity, stable conformation, and facile modification. In this article, two water-soluble CTV derivatives (CTV-G and CTV-L) functionalized by glucose and lactose residues were synthesized, respectively. Unexpectedly, sugar-bearing CTVs exhibit a distinct photoluminescence, which might be ascribed to the enhanced planar conformation of cyclotriveratrylene ring derived from the spatial effect of bulky branch groups. The interaction between the water-soluble CTV derivatives and C60 was investigated in organic solvent and aqueous solution, which was further characterized by fluorescence spectra, ultraviolet--visible spectra, and Raman spectra. CTV-G can associate with C60 to form supramolecular complex with 1:1 molar ratio (Ka = 1.38 x 105 M-1, 298 K). As for CTV-L, a similar complex with a lower association constant (Ka = 5.09 x 104 M-1, 298 K) can also be formed. [ABSTRACT FROM AUTHOR]
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Sugar-Functionalized Water-Soluble Cyclotriveratrylene Derivatives: Preparation and Interaction with Fullerene.
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Autor/in / Beteiligte Person: | Yang, Fen ; Chen, Qi ; Cheng, Qian-Yi ; Yan, Chao-Guo ; Han, Bao-Hang |
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Zeitschrift: | Journal of Organic Chemistry, Jg. 77 (2012-01-20), Heft 2, S. 971-974 |
Veröffentlichung: | 2012 |
Medientyp: | academicJournal |
ISSN: | 0022-3263 (print) |
DOI: | 10.1021/jo202141a |
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