Single-Atom Tuning of Pyridine-Strapped Pillar[5]arene Capsules for Specific Guest Binding
2
Issued Date
2025-01-01
Resource Type
ISSN
15237060
eISSN
15237052
Scopus ID
2-s2.0-85218853488
Journal Title
Organic Letters
Rights Holder(s)
SCOPUS
Bibliographic Citation
Organic Letters (2025)
Suggested Citation
Ruengsuk A., Vigromsitdet S., Saekee A., Wichannananon P., Sangtawesin T., Sukwattanasinitt M., Tantirungrotechai J., Harding D.J., Bunchuay T. Single-Atom Tuning of Pyridine-Strapped Pillar[5]arene Capsules for Specific Guest Binding. Organic Letters (2025). doi:10.1021/acs.orglett.5c00110 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/105550
Title
Single-Atom Tuning of Pyridine-Strapped Pillar[5]arene Capsules for Specific Guest Binding
Corresponding Author(s)
Other Contributor(s)
Abstract
Pyridine bis(carboxamide)-strapped pillar[5]arene capsules were synthesized with the serendipitous formation of macrotricyclic products. The structural integrity of the supramolecular capsules, determined by the specific orientation of a single nitrogen atom, controls the electronic properties of the confined binding cavity, facilitating length-selective recognition of aliphatic organic guests with nitrile, isocyanide, and amine functional groups with exceptional host-guest binding affinity and selectivity for 1,2-diaminoethane (Ka > 104 M-1) in a polar organic solvent.