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Updated: Oct 22, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Pillar[5]arene-Based Dual Chiral Organoboranes with Allowed Host-Guest Chemistry and Circularly Polarized
Jin-Fa Chen1, Xiaodong Yin1, Kai Zhang1
1Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials, Key Laboratory of Cluster Science of the Ministry of Education, School of Chemistry and Chemical Engineering, Beijing Institute of Technology of China, Beijing 102488, China.
Abstract:
We first describe two examples of highly luminescent organoboranes (NP5BN1 and NP5BN2) with dual chirality that were achieved by molecular functionalization of planar chiral pillar[5]arenes with naphthyls. Sufficiently strong steric effects are imposed by triarylamine (Ar3N) and triarylborane (Ar3B) moieties and further enhanced by the proximity of the chiral building blocks, leading to the isolation of multiple enantiomers via chiral high-performance liquid chromatography. The intramolecular charge transfer from N-donor to B-acceptor across both chiral subunits enabled the circularly polarized luminescence and thermally robust colorimetric responses in their emissions. Furthermore, their remarkable host-guest chemistry was allowed at no expense in the pursuit of advanced chiroptical properties using pillar[5]arene-based supramolecular scaffolds.
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