New reactions of a dibenzo[a,e]pentalene

Masaichi Saito, Michio Nakamura, Tomoyuki Tajima

Research output: Contribution to journalArticle

53 Citations (Scopus)

Abstract

Reduction of dibenzo[a,e]pentalene 3 (denoted as dibenzopentalene hereafter) with excess lithium gave dilithium dibenzopentalenide 1. Since oxidation of 1 with iodine gave 3, redox behavior between 1 and 3 is controllable and reversible. Reaction of 3 with methyllithium gave lithium 5-methyldibenzopentalenide 5, the formation of which was evidenced by some trapping experiments and X-ray crystallographic analysis. Reactions of 3 with halogens gave 5,10-dihalodibenzopentalenes, 8 and 9. Some optical properties of novel dibenzopentalene derivatives are also demonstrated.

Original languageEnglish
Pages (from-to)6062-6068
Number of pages7
JournalChemistry - A European Journal
Volume14
Issue number20
DOIs
Publication statusPublished - Jul 7 2008

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Keywords

  • Anions
  • Aromatic compounds
  • Emission spectroscopy
  • Reduction
  • UV/Vis spectroscopy

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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