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Enantioselective supramolecular devices in the gas phase. Resorcin[4]arene as a model system

DOI: 10.3762/bjoc.8.62

Keywords: diastereomeric complexes , gas phase enantioselectivity , kinetics , mass spectrometry , resorcin[4]arene receptor

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Abstract:

This review describes the state-of-art in the field of the gas-phase reactivity of diastereomeric complexes formed between a chiral artificial receptor and a biologically active molecule. The presented experimental approach is a ligand-displacement reaction carried out in a nano ESI-FT-ICR instrument, supported by a thermodynamic MS-study and molecular-mechanics and molecular-dynamics (MM/MD) computational techniques. The noncovalent ion–molecule complexes are ideal for the study of chiral recognition in the absence of complicating solvent and counterion effects.

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