What question did this study set out to answer?

The research investigates the synthesis and chiral properties of a specific macrocycle derived from anthracene and pyrrole compounds.

February 2, 2026

Anthracene‐Bridged Cyclo3Dipyrrin Exhibiting Induced Chirality and Its Conformationally Asymmetric Tris ‐BODIPY Derivative

Key Points

The research investigates the synthesis and chiral properties of a specific macrocycle derived from anthracene and pyrrole compounds.
Conducted acid-catalyzed condensation reaction of 1,5-di(1 H-pyrrol-2-yl)anthracene with pentafluorobenzaldehyde.
Performed DFT optimization to analyze conformation and coordination sites.
Used solution state 1H NMR and CD spectroscopy to study chiral responses upon addition of mandelic acids.
Synthesized a macrocycle that exhibited a triangle-like conformation through BF2 complexation.
Identified a chiral response in CD spectra upon interaction with D and L mandelic acids.
DFT analysis confirmed a twisted C3 symmetric structure of the synthesized macrocycle 1a.

Abstract

ABSTRACT This work explores the synthesis of Cyclo3mer 1a obtained by the acid‐catalyzed condensation reaction of 1,5‐di(1 H ‐pyrrol‐2‐yl)anthracene with pentafluorobenzaldehyde in the presence of trifluoroacetic acid. Because of the larger cavity size and multiple sites for coordination, cyclo3mer underwent smooth BF2 complexation which showed a triangle‐like conformation based on the DFT optimization results. DFT analysis and solution state 1H NMR studies reveal the twisted C3 symmetric structure of the macrocycle 1a. Upon addition of enantiopure D and L mandelic acids, macrocycle 1a showed chiral response in CD spectra due to chirality induction.

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Cite This Study

Nambiar et al. (Sat,) studied this question.

synapsesocial.com/papers/6980feabc1c9540dea810fa0 https://doi.org/https://doi.org/10.1002/asia.202500955

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