Issue 25, 2023

Competitive aminal formation during the synthesis of a highly soluble, isopropyl-decorated imine porous organic cage

Abstract

The synthesis of a new porous organic cage decorated with isopropyl moieties (CC21) was achieved from the reaction of triformylbenzene and an isopropyl functionalised diamine. Unlike structurally analogous porous organic cages, its synthesis proved challenging due to competitive aminal formation, rationalised using control experiments and computational modelling. The use of an additional amine was found to increase conversion to the desired cage.

Graphical abstract: Competitive aminal formation during the synthesis of a highly soluble, isopropyl-decorated imine porous organic cage

Supplementary files

Article information

Article type
Communication
Submitted
05 Jan 2023
Accepted
23 Feb 2023
First published
23 Feb 2023
This article is Open Access
Creative Commons BY license

Chem. Commun., 2023,59, 3731-3734

Competitive aminal formation during the synthesis of a highly soluble, isopropyl-decorated imine porous organic cage

R. J. Kearsey, A. Tarzia, M. A. Little, M. C. Brand, R. Clowes, K. E. Jelfs, A. I. Cooper and R. L. Greenaway, Chem. Commun., 2023, 59, 3731 DOI: 10.1039/D3CC00072A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements