Soluble Congeners of Prior Insoluble Shape‐Persistent Imine Cages [Data]

DOI

One of the most applied reaction types to synthesize shape‐persistent organic cage compounds is the imine condensation reaction and it is assumed that the formed cages are thermodynamically controlled products due to the reversibility of the imine condensation. However, most of the synthesized imine cages reported are formed as precipitate from the reaction mixture and therefore rather may be kinetically controlled products. There are even examples in literature, where resulting cages are not soluble at all in common organic solvents to characterize or study their formation by NMR spectroscopy in solution. Here, a triptycene triamine containing three solubilizing n‐hexyloxy chains has been used to synthesize soluble congeners of prior insoluble cages. This allowed us to study the formation as well the reversibility of cage formation in solution by investigating exchange of building blocks between the cages and deuterated derivatives thereof.

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Identifier
DOI https://doi.org/10.11588/data/E2RPGA
Related Identifier https://doi.org/10.1002/chem.202100666
Metadata Access https://heidata.uni-heidelberg.de/oai?verb=GetRecord&metadataPrefix=oai_datacite&identifier=doi:10.11588/data/E2RPGA
Provenance
Creator Holsten, Mattes ORCID logo; Feierabend, Sarah; Elbert, Sven M.; Rominger, Frank; Oeser, Thomas; Mastalerz, Michael
Publisher heiDATA
Contributor Mastalerz, Michael
Publication Year 2022
Funding Reference European Research Council ERC 725765 ; Deutsche Forschungsgemeinschaft DFG (Excellence Strategy Cluster 3D Matter Made to Order) EXC-2082/1 - 390761711
Rights info:eu-repo/semantics/openAccess
OpenAccess true
Contact Mastalerz, Michael (Institute of Organic Chemistry, Heidelberg University)
Representation
Resource Type Dataset
Format application/zip; text/plain
Size 114622917; 109630091; 111972807; 107916988; 50015249; 112935168; 47422393; 166578537; 83496575; 80443560; 46968920; 130527971; 101106121; 116002196; 80988702; 7068859; 25516485; 430; 17450042
Version 1.0
Discipline Chemistry; Natural Sciences