Work

Homochiral Self‐Sorting During Macrocycle Formation and their Chiroptical Properties

Year: 2024

Type: article

Abstract: Several BINOL‐derived C2‐symmetric aldehydes were synthesized to investigate chiral self‐sorting phenomena during macrocycle formation in the presence of aliphatic and aromatic bisamines. While self‐sorting was unsuccessful with aliphatic amines, aromatic amine dictated complete homochiral self‐sorting, confirmed by 1 H NMR analysis and molecular modelling. Additionally, the impact of macrocyclization on the chiroptical properties of these macrocycles was examined. The Cotton effects band red‐shifted for aromatic amines owing to extended conjugation. Notably, a substantial increase in specific rotation was observed upon macrocycle formation.

Source: ChemistryOpen

DOI: 10.1002/open.202400400

Authors: Diptiprava Sahoo, Soumen De

Institution: Indian Institute of Science Education and Research Thiruvananthapuram

Language: English

Topic: Supramolecular Chemistry and Complexes

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $2,540