Construction of helical structures with planar chiral [2.2]paracyclophane: fusing helical and planar chiralities.

Optically active conjugated molecules bearing one-handed helical structures, in which two [4]helicenes or two phenanthrenes are stacked at terminal benzene moieties, were prepared using enantiopure [2.2]paracyclophane as a chiral scaffold. The obtained molecules exhibited excellent chiroptical properties such as circularly polarized luminescence with high disymmetry factors.

π-Stacked Polymer Consisting of a Pseudo⁻⁻[2.2]Paracyclophane Skeleton.

A novel π-stacked polymer based on a pseudo⁻⁻linked [2.2]paracyclophane moieties was synthesized by Sonogashira-Hagihara coupling. The UV-vis absorption spectra of the synthesized polymer and model compounds revealed an extension of the conjugation length owing to the through-space conjugation.