Novel Adamantane-Bearing Anilines and Properties of Their Supramolecular Complexes with beta-Cyclodextrin

• Autoři: VÍCHA Robert; ROUCHAL Michal; KOZUBKOVÁ Zuzana; KUŘITKA Ivo; MAREK Radek; BRANNÁ Petra; ČMELÍK Richard
• Rok publikování: 2011
• Druh: Článek v odborném periodiku
• Časopis / Zdroj: Supramolecular Chemistry
• Fakulta / Pracoviště MU: Přírodovědecká fakulta
• www: DOI: 10.1080/10610278.2011.593628
• Doi: http://dx.doi.org/10.1080/10610278.2011.593628
• Obor: Organická chemie
• Klíčová slova: Adamantane; Amines; Cyclodextrins; Host-guest systems

Přiložené soubory

• SupraCh11_23_663.pdf

• Popis: Several novel anilines bearing 1-adamantyl substituents that are useful for drug modification were synthesised from the corresponding 1-adamantyl (nitrophenyl) ketones. The host-guest systems of these prepared ligands with beta-cyclodextrin were studied using ESI-MS, NMR spectroscopy, titration calorimetry, and semi-empirical calculations. The complexes with 1:1 stoichiometry were found to predominantly exist as pseudorotaxane threaded structures with the adamantane cage sitting in the wider rim of beta-cyclodextrin. Such geometry was observed for all examined amines and is independent of their structure and/or presence of protic substituents.

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