Binding and reactivity in deep cavitands based on resorcin[4]arene

A widely used class of synthetic receptors are resorcin[4]arene-based cavitands. A collection of the most representative studies in this field is reported here, from organic-soluble receptors to those that are water-soluble. Intermolecular forces involved in complex formation – hydrogen bonds, halog...

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Bibliographic Details
Published inGreen synthesis and catalysis Vol. 2; no. 2; pp. 123 - 130
Main Authors Petroselli, Manuel, Chen, Yong-Qing, Rebek, Jr, Julius, Yu, Yang
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.05.2021
KeAi Communications Co. Ltd
Subjects
Deep cavitand
Host-guest complex
Molecular recognition
Self-assembly
Synthetic receptor
Deep cavitand
Molecular recognition
Self-assembly
Synthetic receptor
Host-guest complex
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Summary:A widely used class of synthetic receptors are resorcin[4]arene-based cavitands. A collection of the most representative studies in this field is reported here, from organic-soluble receptors to those that are water-soluble. Intermolecular forces involved in complex formation – hydrogen bonds, halogen bonds and solvophobic interactions – are discussed with emphasis on the relationship between guest conformation and reactivity in the cavity. The applications of hosts as reaction vessels, chaperones, templates and protecting groups in organic and aqueous media are explored, highlighting how synthetic receptors are modern tools to explore the behavior of molecules in confined spaces. This review provides an overview on deep-cavitands as synthetic receptors in organic and aqueous solution. Relation between binding orientation and reactivity in the host-guest complex is deeply discussed, pointing out the importance of intermolecular interactions and similarities with the action of biological enzymes. [Display omitted]
ISSN:2666-5549
2666-5549
DOI:10.1016/j.gresc.2021.03.004