Competitive Aminal Formation During the Synthesis of a Highly Soluble, isopropyl-decorated Imine Porous Organic Cage

Rachel J. Kearsey, Andrew Tarzia, Marc A. Little, Michael C. Brand, Rob Clowes, Kim E. Jelfs, Andrew I. Cooper*, Rebecca L. Greenaway*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)
3 Downloads (Pure)

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.

Original languageEnglish
Pages (from-to)3731-3734
Number of pages4
JournalChemical Communications
Volume59
Issue number25
Early online date23 Feb 2023
DOIs
Publication statusPublished - 28 Mar 2023

Keywords

  • porous organic cages
  • porous materials
  • crystal engineering
  • computational modelling

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