Polybenzyl ether dendrimers for the complexation of [60]fullerenes

J. F. Eckert, D. Byrne, J. F. Nicoud, L. Oswald, J. F. Nierengarten, M. Numata, A. Ikeda, S. Shinkai, N. Armaroli

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53 Citations (Scopus)

Abstract

The formation of host-guest complexes between C(60) and polybenzyl ether dendrimers with different central cores (phloroglucinol, meso-tetraphenylporphyrin, cyclotriveratrylene) has been investigated in organic solvents by means of (13)C-NMR and UV-Vis spectroscopy. The interior of the dendrimers with a phloroglucinol core provides the correctly sized space for the inclusion of [60]fullerene and (13)C-NMR studies suggest that the guest resides near the central core. In the dendrimers containing a meso-tetraphenylporphyrin (TPP) core, the absorbance of the porphyrin Soret band is substantially reduced in the presence of [60]fullerene, thus providing evidence for close vicinity of the fullerene guest to the central core. In solution, the cyclotriveratrylene (CTV) unit alone is a poor receptor for fullerene, but its functionalization with polybenzyl ether dendrons affords an internal cavity with a more appropriate shape and dimension, thus allowing complexation. Indeed, the K(a) values (order of magnitude 101-102 L mol-1) increase significantly with the generation number of the surrounding dendritic substituents.

Original languageEnglish
Pages (from-to)749-758
Number of pages10
JournalNew Journal of Chemistry
Volume24
Issue number10
DOIs
Publication statusPublished - Jan 1 2000
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

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    Eckert, J. F., Byrne, D., Nicoud, J. F., Oswald, L., Nierengarten, J. F., Numata, M., Ikeda, A., Shinkai, S., & Armaroli, N. (2000). Polybenzyl ether dendrimers for the complexation of [60]fullerenes. New Journal of Chemistry, 24(10), 749-758. https://doi.org/10.1039/b002722g