Self-Assembly and Fluorescence Properties of [60]Fullerene-Pentacene Monoadducts

Kentaro Kubo, Tomoyuki Tajima, Hitoshi Shirai, Takuya Nishihama, Yutaka Takaguchi

Research output: Contribution to journalArticle

Abstract

The highly soluble [60]fullerene-pentacene monoadducts 2 a and 2 b were synthesized by a Diels-Alder reaction between [60]fullerene and pentacene derivatives. The single-crystal X-ray diffraction analysis of 2 a revealed an attractive intermolecular interaction between [60]fullerene moiety of one molecule and the pentacene arms of an adjacent molecule, resulting in the formation of head-to-tail dimers in solution. This self-association behavior of 2 a and 2 b was also observed by 1H NMR and fluorescence spectroscopy in chloroform. Both the excitation and emission wavelengths can be modulated via the concentration of 2 a and 2 b.

Original languageEnglish
Pages (from-to)2452-2456
Number of pages5
JournalChemistrySelect
Volume2
Issue number8
DOIs
Publication statusPublished - Jan 1 2017

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Self assembly
Fluorescence
Molecules
Fluorescence spectroscopy
Chloroform
Dimers
X ray diffraction analysis
Nuclear magnetic resonance spectroscopy
Single crystals
Derivatives
Wavelength
fullerene C60
pentacene

Keywords

  • Fluorescence
  • Fullerenes
  • Host-guest systems
  • π-interactions

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Self-Assembly and Fluorescence Properties of [60]Fullerene-Pentacene Monoadducts. / Kubo, Kentaro; Tajima, Tomoyuki; Shirai, Hitoshi; Nishihama, Takuya; Takaguchi, Yutaka.

In: ChemistrySelect, Vol. 2, No. 8, 01.01.2017, p. 2452-2456.

Research output: Contribution to journalArticle

Kubo, Kentaro ; Tajima, Tomoyuki ; Shirai, Hitoshi ; Nishihama, Takuya ; Takaguchi, Yutaka. / Self-Assembly and Fluorescence Properties of [60]Fullerene-Pentacene Monoadducts. In: ChemistrySelect. 2017 ; Vol. 2, No. 8. pp. 2452-2456.
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