Publication details
Novel Adamantane-Bearing Anilines and Properties of Their Supramolecular Complexes with beta-Cyclodextrin
| Authors | |
|---|---|
| Year of publication | 2011 |
| Type | Article in Periodical |
| Magazine / Source | Supramolecular Chemistry |
| MU Faculty or unit | |
| Citation | |
| Web | DOI: 10.1080/10610278.2011.593628 |
| Doi | http://dx.doi.org/10.1080/10610278.2011.593628 |
| Field | Organic chemistry |
| Keywords | Adamantane; Amines; Cyclodextrins; Host-guest systems |
| Attached files | |
| Description | 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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