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

Inorg Chem. 2022 Oct 3;61(39):15315-15319. doi: 10.1021/acs.inorgchem.2c02875. Epub 2022 Sep 22.

Abstract

We herein describe the synthesis of two axially chiral systems (HBN and BBN) by the incorporation of B centers into binaphthyl derivatives (HPy and BPy). 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.