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Planar Chiral Tetrasubstituted [2.2]Paracyclophane: Optical Resolution and Functionalization

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† Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University Katsura, Nishikyo-ku, Kyoto 615-8510, Japan
‡ Institute for Chemical Research, Kyoto University Gokasho, Uji, Kyoto 611-0011, Japan
[email protected]
[email protected]
Cite this: J. Am. Chem. Soc. 2014, 136, 9, 3350–3353
Publication Date (Web):February 17, 2014
https://doi.org/10.1021/ja412197j
Copyright © 2014 American Chemical Society
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Abstract

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We achieved optical resolution of 4,7,12,15-tetrasubstituted [2.2]paracyclophane and subsequent transformation to planar chiral building blocks. An optically active propeller-shaped macrocyclic compound containing a planar chiral cyclophane core was synthesized, showing excellent chiroptical properties such as high fluorescence quantum efficiency and a large circularly polarized luminescence dissymmetry factor.

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