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

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, ra...

Descripción completa

Detalles Bibliográficos
Autores principales: Kearsey, Rachel J., Tarzia, Andrew, Little, Marc A., Brand, Michael C., Clowes, Rob, Jelfs, Kim E., Cooper, Andrew I., Greenaway, Rebecca L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10035065/
https://www.ncbi.nlm.nih.gov/pubmed/36896582
http://dx.doi.org/10.1039/d3cc00072a
Descripción
Sumario: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.

Ejemplares similares