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Single-Atom Tuning of Pyridine-Strapped Pillar[5]arene Capsules for Specific Guest Binding
Araya Ruengsuk1, Sutthipoj Vigromsitdet1, Amporn Saekee1
1Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Bangkok 10400, Thailand.
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.
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