Thio-modified trianglimines: New chiral macrocyclic compounds
Author Information
Author(s): Prusinowska Natalia, Czapik Agnieszka, Szymkowiak Joanna, Kwit Marcin
Primary Institution: Faculty of Chemistry, Adam Mickiewicz University
Hypothesis
The incorporation of thioether moieties into the trianglimine skeleton will affect the structural preferences of the mother compound.
Conclusion
The study reveals that thio-modified trianglimines exhibit diverse conformations and significant changes in their chiroptical properties.
Supporting Evidence
- The presence of sulfur atoms affects the chiroptical properties of these compounds.
- DFT calculations reveal that the arrangement of sulfur-containing substituents is controlled mainly by sterical interactions.
- Macrocycles self-assemble into columnar-like aggregates in the crystalline phase.
Takeaway
This research shows that adding sulfur to certain compounds can change their shape and how they interact with light.
Methodology
The synthesis involved cyclocondensation reactions between diamines and dialdehydes, followed by characterization using NMR and ECD spectroscopy.
Limitations
The study primarily focuses on a limited number of compounds and their specific interactions.
Digital Object Identifier (DOI)
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