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Cyclohexane does not exist in a planar form due to the high angle and torsional strain it would experience in the planar structure. Instead, it adopts non-planar chair and boat conformations.
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Homochiral Helicene Covalent Organic Frameworks.

Qianqian Yan1, Xingyao Ye2, Shanshan Tao2

  • 1School of Marine Technology and Equipment, State Key Laboratory of Tropic Ocean Engineering Materials and Materials Evaluation, Hainan Provincial Key Lab of Fine Chem, School of Chemistry and Chemical Engineering, Hainan University, Haikou 570228, China.

Journal of the American Chemical Society
|December 2, 2025
PubMed
Summary
This summary is machine-generated.

Researchers synthesized homochiral frameworks using [7]Helicene enantiomers. These chiral materials exhibit enhanced chiro-optical properties, paving the way for advanced applications in circularly polarized luminescence.

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Area of Science:

  • Materials Science
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Chirality is prevalent in nature, but synthesizing synthetic macromolecules with controlled chirality is difficult.
  • Helicenes are promising chiral building blocks, but their incorporation into frameworks requires advanced synthetic strategies.

Purpose of the Study:

  • To develop a method for synthesizing homochiral frameworks using enantiomers of [7]Helicene.
  • To investigate the chiro-optical properties of the resulting frameworks.

Main Methods:

  • Separation of racemic [7]Helicene into P and M enantiomers via chiral column chromatography.
  • Aldol condensation reactions with 1,3,5-trimethyltriazine to form P-[7]Helicene sp2c-COF-1 and M-[7]Helicene sp2c-COF-1.
  • Characterization of the crystalline microporous frameworks and their optical properties.

Main Results:

  • Successfully synthesized homochiral [7]Helicene sp2c-COFs with distinct mirror-image circular dichroism.
  • Formed homogeneous thin films of the frameworks within a poly(methyl methacrylate) matrix.
  • Achieved significantly enhanced circular dichroism and circularly polarized luminescence, with a luminescence dissymmetry factor up to 1.2 × 10-3 at 570 nm.

Conclusions:

  • Demonstrated a viable approach to creating homochiral frameworks from [7]Helicene enantiomers.
  • The synthesized frameworks show potential for chiro-optical applications due to their enhanced optical properties.
  • This work provides a foundation for designing chiral materials with tailored chiro-optical responses.