9-(1-Adamantylaminomethyl)-9,10-dihydroanthracene was prepared via condensation of adamantylnitrile with the 9-anthryllithium and its hydride reduction. An NMR study confirmed a boat conformation for the central ring, with the substituent of C-9 in a pseudo-axial position. The β-cyclodextrin host-guest complexes of the title compound and of the intermediate imine were studied from three points of view: the modification of chemical shift, the intermolecular NOE and the diffusion coefficients, all of which showed different behaviour. 1-Adamantylamine was used as a model to study the formation of the complex. Copyright © 2000 John Wiley & Sons, Ltd.
|Journal||Magnetic Resonance in Chemistry|
|Publication status||Published - 1 Jan 2000|
- 1 H NMR