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Synthesis of optically active π-stacked compounds based on planar chiral tetrasubstituted [2.2]paracyclophane

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Abstract

Optically active X-shaped compounds based on planar chiral [2.2]paracyclophane were synthesized. These compounds composed of two different π-electron systems stacked at central aromatic rings through chemoselective Sonogashira–Hagihara coupling. The optical and chiroptical properties of the obtained compounds were investigated, which exhibited large molar absorption coefficients, good photoluminescence quantum efficiency, and intense circularly polarized luminescence (CPL) with large dissymmetry factors on the order of 10−3, indicating that the compounds are excellent CPL emitters.

Graphical abstract: Synthesis of optically active π-stacked compounds based on planar chiral tetrasubstituted [2.2]paracyclophane

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Publication details

The article was received on 27 Dec 2017, accepted on 31 Jan 2018 and first published on 01 Feb 2018


Article type: Research Article
DOI: 10.1039/C7QM00613F
Citation: Mater. Chem. Front., 2018, Advance Article
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    Synthesis of optically active π-stacked compounds based on planar chiral tetrasubstituted [2.2]paracyclophane

    Y. Sasai, H. Tsuchida, T. Kakuta, T. Ogoshi and Y. Morisaki, Mater. Chem. Front., 2018, Advance Article , DOI: 10.1039/C7QM00613F

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