Volume 128, Issue 48 pp. 15246-15250
Zuschrift

Maximizing Coordination Capsule–Guest Polar Interactions in Apolar Solvents Reveals Significant Binding

David P. August

David P. August

EaStCHEM School of Chemistry, Joseph Black Building, David Brewster Road, Edinburgh, EH9 3FJ UK

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Dr. Gary S. Nichol

Dr. Gary S. Nichol

EaStCHEM School of Chemistry, Joseph Black Building, David Brewster Road, Edinburgh, EH9 3FJ UK

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Dr. Paul J. Lusby

Corresponding Author

Dr. Paul J. Lusby

EaStCHEM School of Chemistry, Joseph Black Building, David Brewster Road, Edinburgh, EH9 3FJ UK

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First published: 03 November 2016
Citations: 50

Abstract

Guest encapsulation underpins the functional properties of self-assembled capsules yet identifying systems capable of strongly binding small organic molecules in solution remains a challenge. Most coordination capsules rely on the hydrophobic effect to ensure effective solution-phase association. In contrast, we show that using non-interacting anions in apolar solvents can maximize favorable interactions between a cationic Pd2L4 host and charge-neutral guests resulting in a dramatic increase in binding strength. With quinone-type guests, association constants in excess of 108m−1 were observed, comparable to the highest previously recorded constant for a metallosupramolecular capsule. Modulation of optoelectronic properties of the guests was also observed, with encapsulation either changing or switching-on luminescence not present in the bulk phase.

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