Orthogonally functionalized naphthodithiophenes: Selective protection and borylation

Shoji Shinamura, Ryusuke Sugimoto, Naoyuki Yanai, Noriko Takemura, Tomoya Kashiki, Itaru Osaka, Eigo Miyazaki, Kazuo Takimiya

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

Selective functionalization protocols of naphtho[1,2-b;5,6-b′] dithiophene (NDT3) by combining protection of the thiophene r-positions and direct borylation on the naphthalene core are described, which allows synthesizing a number of new NDT3-based building blocks with various substituents and isomeric NDT3-based polymers with different main chain structures. The same protocol is applicable to other isomeric naphthodithiophenes (NDTs), which affords a set of key building blocks for the development of elaborated functional π-materials.

Original languageEnglish
Pages (from-to)4718-4721
Number of pages4
JournalOrganic letters
Volume14
Issue number18
DOIs
Publication statusPublished - 2012 Sep 21
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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  • Cite this

    Shinamura, S., Sugimoto, R., Yanai, N., Takemura, N., Kashiki, T., Osaka, I., Miyazaki, E., & Takimiya, K. (2012). Orthogonally functionalized naphthodithiophenes: Selective protection and borylation. Organic letters, 14(18), 4718-4721. https://doi.org/10.1021/ol301797g