From-core and from-end direct C-H arylations: A step-saving new synthetic route to thieno[3,4-c]pyrrole-4,6-dione (TPD)-incorporated D-π-A-π-D functional oligoaryls

Po Han Lin, Kuan Ting Liu, Ching Yuan Liu

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

In contrast to the traditional multistep synthesis, herein an efficient and fewer-steps new synthetic strategy is demonstrated for the facile preparation of organic-electronically important D-π-A-π-D-type oligoaryls through sequential direct C-H arylations. This methodology has shown that the synthesis of thieno[3,4-c]pyrrole-4,6-dione (TPD)- or furano[3,4-c]pyrrole-4,6-dione (FPD)-centred target molecules could be accessed step-economically either from the core structure (acceptor) or from the end structure (donor), which supplied a more flexible and succinct new synthetic alternative to the preparation of the π-functional small-molecule semiconducting materials. In addition, optical and electrochemical properties of the synthesized oligoaryls were examined.

Original languageEnglish
Pages (from-to)8754-8757
Number of pages4
JournalChemistry - A European Journal
Volume21
Issue number24
DOIs
StatePublished - 1 Jun 2015

Keywords

  • C-H arylation
  • donor-acceptor systems
  • step-saving synthesis
  • synthesis design
  • TPD

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