Metal-induced conformational changes in calix[n]arenes can control the electron-transfer efficiency between porphyrin and [60]fullerene in an on-off manner

Masaru Kawaguchi, Atsushi Ikeda, Itaru Hamachi, Seiji Shinkai

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Calix[n]aryl esters (1(n):n=4 and 6) bearing a Zn(II)·porphyrin group as a fluorophore and a [60]fullerene group as a quencher on the lower rim were synthesized. In 16 a metal-induced 1,2,3-alternate-to-cone conformational change shortened the distance between these two groups and the electron-transfer efficiency was sharply increased. In 14 the electron-transfer efficiency was slightly increased in spite of a metal-induced rotation of the carbonyl groups which enlarges the distance between these two groups. These are novel responsive systems to control the electron-transfer efficiency between porphyrin and [60]fullerene.

Original languageEnglish
Pages (from-to)8245-8249
Number of pages5
JournalTetrahedron Letters
Volume40
Issue number47
DOIs
Publication statusPublished - Nov 19 1999

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Calixarenes
Porphyrins
Metals
Electrons
Bearings (structural)
Fluorophores
Cones
Esters
fullerene C60

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Metal-induced conformational changes in calix[n]arenes can control the electron-transfer efficiency between porphyrin and [60]fullerene in an on-off manner. / Kawaguchi, Masaru; Ikeda, Atsushi; Hamachi, Itaru; Shinkai, Seiji.

In: Tetrahedron Letters, Vol. 40, No. 47, 19.11.1999, p. 8245-8249.

Research output: Contribution to journalArticle

Kawaguchi, Masaru ; Ikeda, Atsushi ; Hamachi, Itaru ; Shinkai, Seiji. / Metal-induced conformational changes in calix[n]arenes can control the electron-transfer efficiency between porphyrin and [60]fullerene in an on-off manner. In: Tetrahedron Letters. 1999 ; Vol. 40, No. 47. pp. 8245-8249.
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