Multibridged chiral naphthalene oligomers with continuous extreme-cisoid conformation

Kazuto Takaishi, Masuki Kawamoto, Kazunori Tsubaki

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Axially chiral 2,2′-methylenedioxy-bridged-1,1′-binaphthyls, quaternaphthalenes, and octinaphthalenes were synthesized and their optical properties researched. 2,2′-Methylenedioxy bridges led to a continuous extremely cisoid conformation and subsequent extensive conjugation in the rod direction. Therefore, the absorption and fluorescence regions were red-shifted as the number of naphthalene rings increased. These oligonaphthalenes fluoresced in both solution and the solid state. Furthermore, DFT calculations showed that the LUMO and HOMO of these bridged oligonaphthalenes were spread over a wide range.

Original languageEnglish
Pages (from-to)1832-1835
Number of pages4
JournalOrganic Letters
Volume12
Issue number8
DOIs
Publication statusPublished - Apr 16 2010
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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