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

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)

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