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Supramolecular axial chirality in [N-I-N]-type halogen bonded dimers. | LitMetric

Supramolecular axial chirality in [N-I-N]-type halogen bonded dimers.

Chem Sci

Key Laboratory of Colloid and Interface Chemistry of Ministry of Education and School of Chemistry and Chemical Engineering, Shandong University Jinan 250100 People's Republic of China

Published: September 2023

AI Article Synopsis

  • * This research introduces halogen-bonded dimeric complexes with axial chirality, utilizing strong and flexible [N-I-N] bonds to connect quinoline groups with chiral features.
  • * The study demonstrates that these complexes can show stability and thermoresistance in solutions, exhibiting unique optical properties like circularly polarized fluorescence, thus enhancing techniques in asymmetric synthesis and optics.

Article Abstract

Axial chiral molecules are extensively used as skeletons in ligands for asymmetric catalysis and as building blocks of chiroptical materials. Designing axial chirality at the supramolecular level potentially endows a material with dynamic tunability and adaptivity. In this work, for the first time, we have reported a series of halogen-bonded dimeric complexes with axial chirality that were formed by noncovalent bonds. The [N-I-N]-type halogen bond is highly directional and freely rotatable with good linearity and ultra-high bond energy; this bond was introduced to couple quinoline moieties with chiral substitutes. The resultant dimers were stable in solutions with thermo-resistance. Prominent steric effects from the 2' chiral pendant allowed the chirality to be transferred to aryl skeletons with induced preferred axial chirality and optical activities. Halogen-bonded complexation presented visible emissions to afford luminescent axial chiral materials, whereby circularly polarized fluorescence and phosphorescence were achieved. The [N-I-N]-type halogen bond performed as a powerful tool to construct functional axial chiral compounds, enriching the toolbox for asymmetric synthesis and optics.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10530288PMC
http://dx.doi.org/10.1039/d3sc03170eDOI Listing

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