5,4′-Bis[bis(methoxyphenyl)amino]-2-methoxystilbene and its cationic biradical

Tsuyoshi Michinobu, Eishun Tsuchida, Hiroyuki Nishide

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

5,4′-Bis[bis(p-methoxyphenyl)amino]-2-methoxystilbene (1) was synthesized. The electrochemical and chemical oxidations of 1 produced its cationic biradical, which was studied in comparison with the biradical derived from the analogue 2 without the 2-methoxy substituent. The biradical of 1 exhibited substantial chemical stability, because the reactive 2-position of a 5,4′-biradical-substituted stilbene is effectively blocked in 1 with the methoxy substituent. However, the 2-substituent caused a torsion in the stilbenoid π-conjugated framework to weaken its ferromagnetic coupling ability.

Original languageEnglish
Pages (from-to)1147-1150
Number of pages4
JournalPolyhedron
Volume20
Issue number11-14
DOIs
Publication statusPublished - 2001 May 30

Keywords

  • Cationic biradical
  • Molecule
  • Non-Kekulé
  • Spin-exchange interaction
  • Stilbene
  • Triphenylamine

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry

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