NMR study of 9-(1-adamantylaminomethyl)-9,10-dihydroanthracene and its β-cyclodextrin complexes

Marta Sánchez, Teodor Parella, Enric Cervelló, Carlos Jaime, Albert Virgili

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Resum

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.
Idioma originalEnglish
Pàgines (de-a)925-931
RevistaMagnetic Resonance in Chemistry
Volum38
Número d'incidència11
DOIs
Estat de la publicacióPublicada - 1 de gen. 2000

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