Pyridine-appended 5,6-open-aza[60]fulleroid can act as a unique host for alcohols

Atsushi Ikeda, Chie Fukuhara, Masaru Kawaguchi, Munenori Numata, Seiji Shinkai, Sheng Gao Liu, Luis Echegoyen

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Pyridine-appended 5,6-open-aza[60]fulleroid (2) and 6,6-closed-aza[60]fullerene (3) were synthesised for the first time. It was found that 2, in which the aza group conjugates with the [60]fulleroid π-system, can bind certain alcohols via a hydrogen-bonding interaction and shows high selectivity towards methanol. In contrast, 3, in which the aza group does not conjugate with the [60]fullerene π-system, scarcely shows such an alcohol affinity. The results indicate that a slight difference in the arrangement of the nitrogens results in a drastic change in the guest affinity. The guest-binding processes were thoroughly investigated by UV-Vis absorption and NMR spectroscopic methods and electrochemical methods. This is a unique neutral guest recognition system utilising the [60]fullerene surface.

Original languageEnglish
Pages (from-to)307-310
Number of pages4
JournalJournal of the Chemical Society. Perkin Transactions 2
Issue number2
Publication statusPublished - Feb 1 2000

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Alcohols
Methanol
Hydrogen bonds
Nitrogen
Nuclear magnetic resonance
pyridine
fullerene C60

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

Ikeda, A., Fukuhara, C., Kawaguchi, M., Numata, M., Shinkai, S., Liu, S. G., & Echegoyen, L. (2000). Pyridine-appended 5,6-open-aza[60]fulleroid can act as a unique host for alcohols. Journal of the Chemical Society. Perkin Transactions 2, (2), 307-310.

Pyridine-appended 5,6-open-aza[60]fulleroid can act as a unique host for alcohols. / Ikeda, Atsushi; Fukuhara, Chie; Kawaguchi, Masaru; Numata, Munenori; Shinkai, Seiji; Liu, Sheng Gao; Echegoyen, Luis.

In: Journal of the Chemical Society. Perkin Transactions 2, No. 2, 01.02.2000, p. 307-310.

Research output: Contribution to journalArticle

Ikeda, A, Fukuhara, C, Kawaguchi, M, Numata, M, Shinkai, S, Liu, SG & Echegoyen, L 2000, 'Pyridine-appended 5,6-open-aza[60]fulleroid can act as a unique host for alcohols', Journal of the Chemical Society. Perkin Transactions 2, no. 2, pp. 307-310.
Ikeda A, Fukuhara C, Kawaguchi M, Numata M, Shinkai S, Liu SG et al. Pyridine-appended 5,6-open-aza[60]fulleroid can act as a unique host for alcohols. Journal of the Chemical Society. Perkin Transactions 2. 2000 Feb 1;(2):307-310.
Ikeda, Atsushi ; Fukuhara, Chie ; Kawaguchi, Masaru ; Numata, Munenori ; Shinkai, Seiji ; Liu, Sheng Gao ; Echegoyen, Luis. / Pyridine-appended 5,6-open-aza[60]fulleroid can act as a unique host for alcohols. In: Journal of the Chemical Society. Perkin Transactions 2. 2000 ; No. 2. pp. 307-310.
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