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A Doubly Alkynylpyrene‐Threaded [4]Rotaxane That Exhibits Strong Circularly Polarized Luminescence from the Spatially Restricted Excimer
Author(s) -
Inouye Masahiko,
Hayashi Koichiro,
Yonenaga Yuki,
Itou Tatsuya,
Fujimoto Kazuhisa,
Uchida Takaaki,
Iwamura Munetaka,
Nozaki Koichi
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201408193
Subject(s) - rotaxane , excimer , luminescence , fluorescence , quenching (fluorescence) , sonogashira coupling , photochemistry , molecule , materials science , quantum yield , chemistry , optoelectronics , optics , physics , supramolecular chemistry , organic chemistry , palladium , catalysis
The Sonogashira coupling of γ‐CD‐encapsulated alkynylpyrenes with terphenyl‐type stopper molecules gave a doubly alkynylpyrene‐threaded [4]rotaxane. The rotaxane showed only excimer emission, with a high fluorescence quantum yield of Φ f =0.37, arising from the spatially restricted excimer within the cavity of the γ‐CD. The excimer emission suffered little from self‐quenching up to a concentration of 1.5×10 −5 M and was circularly polarized with a high g lum value of −1.5×10 −2 . The strong circularly polarized luminescence may result from the two stacked pyrenes existing in the rotaxane in an asymmetrically twisted manner.
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