Helically shaped cation receptor: design, synthesis, characterisation and first application to ion transport.

ABSTRACT: The methyl ester of 8-oxo-8H-indeno[2',1':7,8]naphtho[1,2-b]thiophene-2-carboxylic acid (1) and its corresponding PEGylated ester were synthesised and fully characterised. X-ray diffraction studies on (1) confirmed the helical structure of the receptor and that it is self-assembled into layers by π-π interactions. An in-depth study by DFT calculations and MS experiments (ESI-MS, MS/MS, IMRPD and ESI-IMS-MS) was carried out between (1) and the physiological cation K⁺. The formation of supramolecular complexes between (1) and K⁺ with different stoichiometries was demonstrated and the cation K⁺ preferentially interacts with the oxygen atoms of the carbonyl bond of the ketone and ester groups and the sulphur atom of the heterocycle. The ability of

SUBMITTER: Boufroura H 

PROVIDER: S-EPMC9056421 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature