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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14 Citations (Scopus)

Abstract

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.
Original languageEnglish
Pages (from-to)925-931
JournalMagnetic Resonance in Chemistry
Volume38
Issue number11
DOIs
Publication statusPublished - 1 Jan 2000

Keywords

  • 1 H NMR
  • Adamantyl
  • Anthracene
  • Cyclodextrin
  • Diffusion
  • NMR

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