Acid-regulated electron-transfer disproportionation of a nonsubstituted tetramethyl-biacridine derivative

Koji Yamamoto, Toshikazu Nakamura, Shuhei Higashibayashi

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A 9,9,9′,9′-tetramethyl-4,4′,10,10′-biacridine derivative without substituents at 2,2′,7,7′-positions was synthesized. The X-ray analysis revealed formation of one-dimensional stacked column in the crystal. The compound underwent electron-transfer disproportionation by acid stimulus. The generated cation radical exhibited high stability in CH2Cl2 solution under air at room temperature over 10 days even without bulky protecting substituents. By neutralization with NEt3, biacridine was recovered in high yield via back electron transfer.

Original languageEnglish
Pages (from-to)1229-1231
Number of pages3
JournalChemistry Letters
Volume44
Issue number9
DOIs
Publication statusPublished - 2015
Externally publishedYes

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X ray analysis
Intermetallics
Cations
Derivatives
Crystals
Acids
Electrons
Air
Temperature

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Acid-regulated electron-transfer disproportionation of a nonsubstituted tetramethyl-biacridine derivative. / Yamamoto, Koji; Nakamura, Toshikazu; Higashibayashi, Shuhei.

In: Chemistry Letters, Vol. 44, No. 9, 2015, p. 1229-1231.

Research output: Contribution to journalArticle

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AB - A 9,9,9′,9′-tetramethyl-4,4′,10,10′-biacridine derivative without substituents at 2,2′,7,7′-positions was synthesized. The X-ray analysis revealed formation of one-dimensional stacked column in the crystal. The compound underwent electron-transfer disproportionation by acid stimulus. The generated cation radical exhibited high stability in CH2Cl2 solution under air at room temperature over 10 days even without bulky protecting substituents. By neutralization with NEt3, biacridine was recovered in high yield via back electron transfer.

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