From the journal:

Organic & Biomolecular Chemistry

Cucurbit[7]uril encapsulation completely protects reactive imine in weak acid†

Kejia Shi ORCID logo a  and  Bradley D. Smith ORCID logo *a  

* Corresponding authors

a Department of Chemistry and Biochemistry, University of Notre, Dame, 251 Nieuwland Science Hall, Notre Dame, Indiana 46556, USA
E-mail: smith.115@nd.edu

Abstract

An imine derived from 4-(N,N-dimethylamino)benzaldehyde and a primary amine undergoes very rapid hydrolysis in weak acid, however, it can be encapsulated within cucurbit[7]uril (CB7) to give a host/guest complex that completely protects the labile imine bond.

Graphical abstract: Cucurbit[7]uril encapsulation completely protects reactive imine in weak acid

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Article information

DOI
https://doi.org/10.1039/D4OB01879F
Article type
Communication
Submitted
20 Nov 2024
Accepted
06 Feb 2025
First published
06 Feb 2025
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2025, Advance Article

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Cucurbit[7]uril encapsulation completely protects reactive imine in weak acid

K. Shi and B. D. Smith, Org. Biomol. Chem., 2025, Advance Article , DOI: 10.1039/D4OB01879F

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