4.4 Article

Synthesis and Chiroptical Properties of One-Handed Helical Oligo-o-phenylene-ethynylenes Using Planar Chiral [2.2]Paracyclophane

Journal

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
Volume 95, Issue 1, Pages 110-115

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/bcsj.20210368

Keywords

Circularly polarized luminescence; Cyclophane; Planar chirality

Funding

  1. Japan Society for the Promotion of Science [19H02792]
  2. Kawanishi Memorial ShinMaywa Education Foundation
  3. Grants-in-Aid for Scientific Research [19H02792] Funding Source: KAKEN

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In this study, both enantiomers of a one-handed helical molecule with an o-arylene-ethynylene skeleton were prepared using a planar chiral [2.2]paracyclophane, and the helicity of the molecule was controlled by its planar chirality. Excellent chiroptical properties, especially intense circularly polarized luminescence with a high g(lum) value on the order of 10(-2), were observed.
Both enantiomers of a one-handed helical molecule consisting of an o-arylene-ethynylene skeleton were prepared using a planar chiral [2.2]paracyclophane. The helicity of the molecule was controlled by its planar chirality. Excellent chiroptical properties were observed; in particular, the molecule emitted intense circularly polarized luminescence with a high vertical bar g(lum)vertical bar value of the order of 10(-2).

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