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

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 propert...

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Veröffentlicht in:Journal of the American Chemical Society 2014-03, Vol.136 (9), p.3350-3353
Hauptverfasser: Morisaki, Yasuhiro, Gon, Masayuki, Sasamori, Takahiro, Tokitoh, Norihiro, Chujo, Yoshiki
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja412197j