Issue 24, 2024

Reversing the stereoselectivity of intramolecular [2+2] photocycloaddition utilizing cucurbit[8]uril as a molecular flask

Abstract

Macrocyclic hosts, such as cucurbit[8]uril (CB8), can significantly influence the outcomes of chemical reactions involving encapsulated reactive guests. In this study, we demonstrate that CB8 completely reverses the stereoselectivity of intramolecular [2+2] photo-cycloaddition reactions. Notably, it was also found that CB8 can trigger the unreactive diene to be reactive.

Graphical abstract: Reversing the stereoselectivity of intramolecular [2+2] photocycloaddition utilizing cucurbit[8]uril as a molecular flask

Supplementary files

Article information

Article type
Communication
Submitted
27 Nov 2023
Accepted
29 Jan 2024
First published
02 Feb 2024
This article is Open Access
Creative Commons BY license

Chem. Commun., 2024,60, 3267-3270

Reversing the stereoselectivity of intramolecular [2+2] photocycloaddition utilizing cucurbit[8]uril as a molecular flask

X. Qiu, J. Seibert, O. Fuhr, F. Biedermann and S. Bräse, Chem. Commun., 2024, 60, 3267 DOI: 10.1039/D3CC05783F

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