2,6,10-Tris(bithiophenyl)triphenylene: Synthesis and high-spin alignment in its p-doped radical derivative

Takeshi Ibe, Hiroaki Umeda, Hiroyuki Nishide

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

2,6,10-Tris[5′-(5-hexyloxyphenyl-2,2′-bithiophenyl)]-3,7,11-tris(hexyloxy)tripheneylene (2) was designed and synthesized as a π-conjugated platform to produce its tris(cationic radical) derivative (1) in a non-Kekulé and nondisjoint fashion. An electrochemical study revealed the chemically reversible redox property of 2. Gaseous antimony pentachloride-doping of 2 dispersed in a polystyrene matrix gave its cationic radical. It was chemically stable with a half-life >2 weeks and displayed a triplet ground state based on an ESR measurement. A high-spin state with S = 3/2 for 1 was proved by the magnetization and magnetic susceptibility.

Original languageEnglish
Pages (from-to)788-791
Number of pages4
JournalSynthetic Metals
Volume159
Issue number9-10
DOIs
Publication statusPublished - 2009 May

Keywords

  • π-Conjugated molecule
  • Arylthiophene
  • Ferromagnetic interaction
  • Non-Kekulé molecule
  • Triphenylene

ASJC Scopus subject areas

  • Mechanical Engineering
  • Mechanics of Materials
  • Materials Chemistry
  • Metals and Alloys
  • Electronic, Optical and Magnetic Materials
  • Condensed Matter Physics

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