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Updated: Jan 13, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Desbloqueo de luminógenos intrínsecamente quirales basados en bipirenílicos con emisión inducida por agregación:
Zhixin Xie1, Junpeng Deng2, Dan Liu3
1Guangdong Provincial Key Laboratory of Functional Soft Condensed Matter, School of Materials and Energy, Guangdong University of Technology Guangzhou 510006 P. R. China hyxhn@sina.com.
Abstract:
Understanding chiral dynamic mechanisms (from chirality generation and transfer, and amplification) is crucial for circularly polarized luminescent (CPL) materials. Herein, intrinsically chiral bipyrenyl-based enantiomers, R-5 and S-5, were first synthesized as model compounds to gain a deeper insight into their chiroptical properties and chirality amplification mechanisms. These enantiomers not only exhibit typical aggregation-induced emission (AIE) with a high solid-state fluorescence efficiency up to 0.66, but also display significant chirality amplification upon aggregation, with amplified |g CD| from 4.73 × 10-5 (10-7 M) to 7.34 × 10-3 (10-3 M), and |g lum| values up to 4.68 × 10-4 in the solid state. Morphological and CP-fs-TA studies reveal that the amplified chiroptical properties stem from helical self-assembly and prolonged excited-state chiral conformational reorganization in aggregates. This work establishes a design strategy for high-performance CPL materials by integrating intrinsic chirality, AIE properties, and dynamic chirality amplification mechanisms.

