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Structural characterization of (±)-3-aryl-1-azabicyclo[2.2.2]octan-3-ols by two-dimensional NMR spectroscopy and X-Ray crystallography. I

✍ Scribed by M. S. Arias-Pérez; A. Cosme; E. Gálvez; F. Florencio; I. Fonseca; J. Sanz

Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
671 KB
Volume
29
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

A series of (±)‐3‐aryl‐1‐azabicyclo[2.2.2]octan‐3‐ols were synthesized and studied by ^1^H, ^13^C 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 ^1^H–^13^C 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 ^1^H^1^H coupling constants are proposed in order to analyse more complex quinuclidine derivatives.

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