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Updated: Jan 9, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Synthesis and Properties of Butterfly-Shaped Fluorenyl-Vinyl Diketopyrrolopyrrole Derivatives
Ruixin Wang1, Puxi Yang1, Huizhi Chen1
1Key Laboratory of Cluster Science of Ministry of Education, Beijing Key Laboratory of photoelectronic/Electrophonic Conversion Materials, School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing 100081, P. R. China.
Abstract:
This study presents a novel stepwise synthetic strategy involving an intramolecular Scholl reaction, successfully achieving the synthesis of butterfly-shaped fluorenyl-vinyl DPP (R-Flu) derivatives. These compounds showed a wider absorption range from 400 to 700 nm, featuring dominant absorption peaks at 569 nm, resulting from the enhanced intramolecular charge transfer (ICT) through the spiral chiral structure. The molecular configurations were further confirmed by X-ray crystallographic analysis, revealing X-type stacking by PP/MM isomers with an ultra close π-π distance of approximately 3.3 Å. The optical and electrochemical properties of the compounds were systematically characterized, providing a foundation for the design of new DPP-based functional materials.
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