Anthracene‐Bridged Cyclo[3]Dipyrrin Exhibiting Induced Chirality and Its Conformationally Asymmetric Tris ‐BODIPY Derivative
Abstract
This work explores the synthesis of Cyclo[3]mer 1a obtained by the acid-catalyzed condensation reaction of 1,5-di(1H-pyrrol-2-yl)anthracene with pentafluorobenzaldehyde in the presence of trifluoroacetic acid. Because of the larger cavity size and multiple sites for coordination, cyclo[3]mer 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.
Fields of Study & Subjects
Luminescence and Fluorescent Materials
Synthesis and Properties of Aromatic Compounds
Porphyrin and Phthalocyanine Chemistry
Publication details
- Journal / source
- Chemistry - An Asian Journal
- Publisher
- Wiley
- Volume
- 21
- Issue
- 3
- Pages
- e00955–e00955
- Publication date
- 31 January 2026
- Language
- EN