Applying the B/N Lewis Pair Approach to Access Fusion-Expanded Binaphthyl-Based Chiral Analogues.

Inorg Chem

Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials, Key Laboratory of Cluster Science of the Ministry of Education, and Key Laboratory of Medical Molecule Science and Pharmaceutics Engineering of the Ministry of Industry and Information Technology, School of Chemistry and Chemical Engineering, Beijing Institute of Technology of China, Beijing 102488, China.

Published: October 2022

AI Article Synopsis

  • - The paper discusses the creation of two axially chiral systems by integrating B centers into binaphthyl derivatives, resulting in new chemical structures.
  • - This synthesis involves the combination of azaboroles with binaphthyls, leading to the formation of B-N dative bonds in heteroatom-doped chiral polycyclic aromatic hydrocarbons.
  • - The resulting B-N Lewis pairs have enhanced fluorescence properties, which allow for adjustments in their chiroptical behavior in both liquid and solid forms.

Article Abstract

We herein describe the synthesis of two axially chiral systems ( and ) by the incorporation of B centers into binaphthyl derivatives ( and ). Heteroatom-doped chiral polycyclic aromatic hydrocarbons were thus formed by fusion of the azaboroles to binaphthyls with the formation of B-N dative bonds. The resulting B-N Lewis pairs that serve as attractive fluorophores enabled modulation of the chiroptical properties both in solution and in the solid state.

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Source
http://dx.doi.org/10.1021/acs.inorgchem.2c02875DOI Listing

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