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 journalArticlepeer-review

6 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
DOIs
Publication statusPublished - Feb 2000

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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