Proton transfer mediated recognition of amines by ionizable macrocyclic receptors

Autor: Giuseppe Gattuso, Daniele Crisafulli, Marco Milone, Francesca Mancuso, Ilenia Pisagatti, Anna Notti, Melchiorre F. Parisi
Rok vydání: 2022
Předmět:
Zdroj: Chemical Communications. 58:10743-10756
ISSN: 1364-548X
1359-7345
DOI: 10.1039/d2cc04047f
Popis: Ammonium ion/carboxylate ion pairing is a key interaction ubiquitous in biological systems, but amine recognition by ionizable molecular receptors, mediated by host-to-guest proton transfer, has too often been overlooked as a design element for molecular recognition. This survey will show that proton transfer mediated recognition is a powerful and versatile tool that can be made to work with different amines and diverse macrocyclic scaffolds, such as crown ethers, calixarenes or pillararenes. We will trace the history of this recognition motif since Cram's first report half a century ago down to the latest applications in supramolecular sensing, drug-delivery and materials science, highlighting along the way the impact of host-to-guest proton transfer on self-assembly and molecular recognition.
Databáze: OpenAIRE