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

Kearsey, Rachel J, Tarzia, Andrew, Little, Marc A, Brand, Michael C ORCID: 0000-0002-4556-5609, Clowes, Rob ORCID: 0009-0002-4686-2119, Jelfs, Kim E, Cooper, Andrew I ORCID: 0000-0003-0201-1021 and Greenaway, Rebecca L ORCID: 0000-0003-1541-4399 (2023) Competitive aminal formation during the synthesis of a highly soluble, isopropyl-decorated imine porous organic cage. CHEMICAL COMMUNICATIONS, 59 (25). pp. 3731-3734. ISSN 1359-7345, 1364-548X

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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.

Item Type:	Article
Uncontrolled Keywords:	3403 Macromolecular and Materials Chemistry, 3405 Organic Chemistry, 34 Chemical Sciences
Divisions:	Faculty of Science and Engineering > School of Physical Sciences
Depositing User:	Symplectic Admin
Date Deposited:	02 May 2023 10:55
Last Modified:	06 Dec 2024 20:42
DOI:	10.1039/d3cc00072a
Open Access URL:	https://doi.org/10.1039/D3CC00072A
Related URLs:	Author Publisher
URI:	https://livrepository.liverpool.ac.uk/id/eprint/3170081