Water-soluble host-guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres

Liu S-Y, Wang X-R, Li M-P, Xu W-R, Kuck D (2020)
Beilstein Journal of Organic Chemistry 16: 2551-2561.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Autor*in
Liu, Si-Yuan; Wang, Xin-Rui; Li, Man-Ping; Xu, Wen-Rong; Kuck, DietmarUniBi
Abstract / Bemerkung
A sugar-functionalized water-soluble tribenzotriquinacene derivative bearing six glucose residues, TBTQ-(OG)(6), was synthesized and its interaction with C-60 and C-70-fullerene in co-organic solvents and aqueous solution was investigated by fluorescence spectroscopy and ultraviolet-visible spectroscopy. The association stoichiometry of the complexes TBTQ-(OG)(6) with C60 and TBTQ(OG)(6) with C-70 was found to be 1:1 with binding constants of K-a = (1.50 +/- 0.10) x 10(5) M-1 and K-a = (2.20 +/- 0.16) x 10(5) M-1, respectively. The binding affinity between TBTQ-(OG)(6) and C-60 was further verified by Raman spectroscopy. The geometry of the complex of TBTQ-(OG)(6) with C-60 deduced from DFT calculations indicates that the driving force of the complexation is mainly due to the hydrophobic effect and to host-guest pi-pi interactions. Hydrophobic surface simulations showed that TBTQ-(OG)(6) and C-60 forms an amphiphilic supramolecular host-guest complex, which further assembles to microspheres with diameters of 0.3-3.5 mu m, as determined by scanning electron microscopy.
Stichworte
fullerenes; host-guest systems; microspheres; supramolecular chemistry; tribenzotriquinacene
Erscheinungsjahr
2020
Zeitschriftentitel
Beilstein Journal of Organic Chemistry
Band
16
Seite(n)
2551-2561
eISSN
1860-5397
Page URI
https://pub.uni-bielefeld.de/record/2948634

Zitieren

Liu S-Y, Wang X-R, Li M-P, Xu W-R, Kuck D. Water-soluble host-guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres. Beilstein Journal of Organic Chemistry . 2020;16:2551-2561.
Liu, S. - Y., Wang, X. - R., Li, M. - P., Xu, W. - R., & Kuck, D. (2020). Water-soluble host-guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres. Beilstein Journal of Organic Chemistry , 16, 2551-2561. doi:10.3762/bjoc.16.207
Liu, Si-Yuan, Wang, Xin-Rui, Li, Man-Ping, Xu, Wen-Rong, and Kuck, Dietmar. 2020. “Water-soluble host-guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres”. Beilstein Journal of Organic Chemistry 16: 2551-2561.
Liu, S. - Y., Wang, X. - R., Li, M. - P., Xu, W. - R., and Kuck, D. (2020). Water-soluble host-guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres. Beilstein Journal of Organic Chemistry 16, 2551-2561.
Liu, S.-Y., et al., 2020. Water-soluble host-guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres. Beilstein Journal of Organic Chemistry , 16, p 2551-2561.
S.-Y. Liu, et al., “Water-soluble host-guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres”, Beilstein Journal of Organic Chemistry , vol. 16, 2020, pp. 2551-2561.
Liu, S.-Y., Wang, X.-R., Li, M.-P., Xu, W.-R., Kuck, D.: Water-soluble host-guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres. Beilstein Journal of Organic Chemistry . 16, 2551-2561 (2020).
Liu, Si-Yuan, Wang, Xin-Rui, Li, Man-Ping, Xu, Wen-Rong, and Kuck, Dietmar. “Water-soluble host-guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres”. Beilstein Journal of Organic Chemistry 16 (2020): 2551-2561.

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