Convenient synthesis of Dibenzo[a, h]anthracenes and picenes via C-H arylation of acetophenones with arenediboronates

Kentaroh Kitazawa, Takuya Kochi, Masashi Nitani, Yutaka Ie, Yoshio Aso, Fumitoshi Kakiuchi

Research output: Contribution to journalArticlepeer-review

35 Citations (Scopus)

Abstract

A new convenient method for the synthesis of dibenzo-[a, h]anthracenes and picenes using ruthenium-catalyzed regioselective C-H arylation of aromatic ketones has been developed. Acetophenone derivatives and 1, 4-benzenediboronates were coupled in 2:1 ratios to form p-terphenyl derivatives. Conversion of the acetyl group to an ethynyl group, followed by cycloaromatization provided the desired fused aromatic compounds. An organic field-effect transistor fabricated from one of these products gave moderate hole mobility.

Original languageEnglish
Pages (from-to)300-302
Number of pages3
JournalChemistry Letters
Volume40
Issue number3
DOIs
Publication statusPublished - 2011 Feb 28

ASJC Scopus subject areas

  • Chemistry(all)

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