Homochiral Self‐Sorting During Macrocycle Formation and their Chiroptical Properties
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 <sup>1</sup>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.
Authors
- Soumen De (ORCID: https://orcid.org/0000-0003-4674-9183)
- Diptiprava Sahoo (ORCID: https://orcid.org/0000-0002-3591-3171)
Institutions
- Indian Institute of Science Education and Research Thiruvananthapuram (IN)
Publication Details
- Journal
- ChemistryOpen
- Published
- 2024-11-26
- DOI
- https://doi.org/10.1002/open.202400400
- Citations
- 3
- Primary Topic
- Molecular Sensors and Ion Detection
- Type
- article
- Field-Weighted Citation Impact
- 0.72
Funders
- Indian Institute of Science Education and Research Thiruvananthapuram