N,N′-Unsubstituted Naphthodithiophene Diimide: Synthesis and Derivatization via N-Alkylation and -Arylation

Masahiro Nakano, Masanori Sawamoto, Mizue Yuki, Kazuo Takimiya

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

An efficient and scalable method for the synthesis of N,N′-unsubstituted naphtho[2,3-b:6,7-b′]dithiophene-4,5,9,10-tetracarboxylic diimide (NDTI) was newly developed, and the compound was utilized in the Mitsunobu reaction and copper-catalyzed coupling reaction with phenyl boronic acids to synthesize a range of N-alkyl- and phenyl-substituted NDTI derivatives. The new synthetic protocol to NDTI derivatives is advantageous over the previously reported one in terms of the amenability to large-scale synthesis and compatibility with the synthesis of a wide range of N-alkyl and phenyl derivatives, which can in turn pave the way to wide application of NDTI derivatives into electronic materials.

Original languageEnglish
Pages (from-to)3770-3773
Number of pages4
JournalOrganic letters
Volume18
Issue number15
DOIs
Publication statusPublished - 2016 Aug 5
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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