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Issue 19, 2019
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Stereogenic cyclic oligonaphthalenes displaying ring size-dependent handedness of circularly polarized luminescence (CPL)

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Abstract

A series of cyclic oligomers with Dn symmetry (n = 2–5) based on chiral (R)/(S)-binaphthyl exhibiting intensive chiroptical properties were synthesized by using a Ni(0)-catalyzed coupling reaction. The intensity and the handedness of circularly polarized luminescence (CPL) were dependent on the ring size of the cyclic oligomers, in which the 1,1′-binaphthyl moieties form s-cis (n = 2, 3) or s-trans (n = 4, 5) conformers in the excited state. The relationship between the structure and chiroptical properties is discussed with the aid of X-ray analysis and DFT calculations.

Graphical abstract: Stereogenic cyclic oligonaphthalenes displaying ring size-dependent handedness of circularly polarized luminescence (CPL)

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Publication details

The article was received on 09 Nov 2018, accepted on 03 Jan 2019 and first published on 04 Jan 2019


Article type: Communication
DOI: 10.1039/C8CC08929A
Citation: Chem. Commun., 2019,55, 2749-2752

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    Stereogenic cyclic oligonaphthalenes displaying ring size-dependent handedness of circularly polarized luminescence (CPL)

    Y. Nojima, M. Hasegawa, N. Hara, Y. Imai and Y. Mazaki, Chem. Commun., 2019, 55, 2749
    DOI: 10.1039/C8CC08929A

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