Site-selective sequential coupling reactions controlled by "electrochemical Reaction Site Switching": A straightforward approach to 1,4-bis(diaryl)buta-1,3-diynes

Koichi Mitsudo, Natsuyo Kamimoto, Hiroki Murakami, Hiroki Mandai, Atsushi Wakamiya, Yasujiro Murata, Seiji Suga

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Site-selective sequential coupling reactions directed toward bis(diaryl)butadiynes are described. The reaction site could be controlled completely by the on/off application of electricity. The electro-oxidative homo-coupling of terminal alkynes (electricity ON) and the subsequent Suzuki-Miyaura coupling (electricity OFF) afforded bis(diaryl)butadiynes in high yields. The obtained 1,4-bis(diaryl)butadiynes could be converted to a 2,5-bis(diaryl)thiophene derivative, which exhibited blue fluorescence.

Original languageEnglish
Pages (from-to)9562-9569
Number of pages8
JournalOrganic and Biomolecular Chemistry
Volume10
Issue number48
DOIs
Publication statusPublished - Jan 1 2012

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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