STRUCTURAL CHARACTERIZATION OF (+-)-3-ARYL-1-AZABICYCLO[2.2.2]OCTAN-3-OLS BY 2-DIMENSIONAL NMR-SPECTROSCOPY AND X-RAY CRYSTALLOGRAPHY .1.

A series of (+/-)-3-aryl-1-azabicyclo[2.2.2]octan-3-ols were synthesized and studied by H-1, C-13 and 2D NMR spectroscopy, and the crystal structure of (+/-)-3-(4-methylphenyl)-1-azabicyclo[2.2.2]octan-3-ol was determined by X-ray diffraction. The combined use of COSY, NOESY and H-1-C-13 correlation spectra of these compounds helped in the unambiguous and complete assignments of the bicyclic carbon and proton spin system. This study allows the establishment of the proton magnetic parameters for the quinuclidine moiety. Standard values of H-1-H-1 coupling constants are proposed in order to analyse more complex quinuclidine derivatives.