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Updated: Jun 14, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Multibridged chiral naphthalene oligomers with continuous extreme-cisoid conformation
Kazuto Takaishi1, Masuki Kawamoto, Kazunori Tsubaki
1Supramolecular Science Laboratory, RIKEN, Wako, Saitama 351-0198, Japan. ktakaishi@riken.jp
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.
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