title: New Types of Planar Chiral [2.2]Paracyclophanes and Construction of One-Handed Double Helices.
abstract: New types of planar chiral (Rp )- and (Sp )-4,7,12,15-tetrasubstituted [2.2]paracyclophanes were synthesized from racemic 4,12-dihydroxy[2.2]paracyclophane as the starting compound. Regioselective dibromination and transformation afforded a series of planar chiral (Rp )- and (Sp )-4,7,12,15-tetrasubstituted [2.2]paracyclophanes, which can be used as chiral building blocks. In this study, left- and right-handed double helical structures were constructed via chemoselective Sonogashira-Hagihara coupling. The double helical compounds were excellent circularly polarized luminescence (CPL) emitters with large molar extinction coefficients, good photoluminescence quantum efficiencies, and large CPL dissymmetry factors.
authors.affiliation: Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan. ymo@kwansei.ac.jp.|Department of Applied Chemistry for Environment, School of Science and Technology, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo, 669-1337, Japan. ymo@kwansei.ac.jp.
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Morisaki
authors.affiliation: Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan.
authors.forename: Risa
authors.initials: R
authors.lastname: Sawada
authors.affiliation: Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan.
authors.forename: Masayuki
authors.initials: M
authors.lastname: Gon
authors.affiliation: Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto, 615-8510, Japan. chujo@chujo.synchem.kyoto-u.ac.jp.
authors.forename: Yoshiki
authors.initials: Y
authors.lastname: Chujo
keywords: [2.2]paracyclophane; circularly polarized luminescence; double helices; planar chirality