Efficient Synthesis and Properties of [1]Benzothieno[3,2-b]thieno[2,3-d]furans and [1]Benzothieno[3,2-b]thieno[2,3-d]thiophenes

Yuji Kurimoto, Koichi Mitsudo, Hiroki Mandai, Atsushi Wakamiya, Yasujiro Murata, Hiroki Mori, Yasushi Nishihara, Seiji Suga

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Efficient syntheses of benzodithienofuran (BDTF; [1]benzothieno[3,2-b]thieno[2,3-d]furan) and benzodithienothiophene (BDTT; [1]benzothieno[3,2-b]thieno[2,3-d]thiophene) were achieved by the combination of an addition-elimination reaction, reduction, and Pd-catalyzed dehydrogenative cyclization. We also achieved the synthesis of π-extended BDTF and BDTT derivatives through the use of coupling reactions. The detailed physical properties of these compounds were investigated. The newly synthesized BDTFs exhibited strong fluorescence compared with BDTTs. 2,2′-Bis([1]benzothieno[3,2-b]thieno[2,3-d]furan) (BBTTF) exhibited p-type organic field-effect transistor (OFET) properties.

Original languageEnglish
Pages (from-to)1635-1641
Number of pages7
JournalAsian Journal of Organic Chemistry
Volume7
Issue number8
DOIs
Publication statusPublished - Aug 2018

Keywords

  • addition-elimination reaction
  • benzodithienofuran
  • benzodithienothiophene
  • fluorescence
  • organic field-effect transistor

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Efficient Synthesis and Properties of [1]Benzothieno[3,2-b]thieno[2,3-d]furans and [1]Benzothieno[3,2-b]thieno[2,3-d]thiophenes'. Together they form a unique fingerprint.

  • Cite this