Synthesis of new donor-acceptor-donor materials via Au-catalyzed double cascade cyclization

Giovanni Ferrara, Tienan Jin, Kazuaki Oniwa, Jian Zhao, Abdullah M. Asiri, Yoshinori Yamamoto

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

A new class of symmetric π-conjugated donor-acceptor-donor (D-A-D) materials, with aryl- or heteroaryl[a]annulated carbazole (AHA[a]C) moieties as the donors and with 2,1,3-benzothiadiazole (BT) as an acceptor, has been synthesized via NaAuCl 4-catalyzed double cascade cyclization of arenyl tetraynes in ethanol in good to high yields. Photophysical and electrochemical properties of the new D-A-D materials were investigated.

Original languageEnglish
Pages (from-to)914-918
Number of pages5
JournalTetrahedron Letters
Volume53
Issue number8
DOIs
Publication statusPublished - 2012 Feb 22

Keywords

  • Aryl- and heteroaryl-annulated carbazoles
  • Benzothiadiazole
  • Donor-acceptor-donor material
  • Double cascade cyclization
  • Gold catalysis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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