Abstract

The chemical shift order of axial and equatorial methylene protons in 1,5-disubstituted 3,7-diazabicyclo[3.3.1]nonan-9-ones may be altered by substituents in the 1,5-positions, but the corresponding alcohols behave differently. Unambiguous signal assignments for a series of the title compounds are provided, based on 3JCH coupling constants and on {1H} 13C heteronuclear Overhauser effects. Substituent anisotropy effects as a source of the chemical shift changes are discussed. © 1997 by John Wiley & Sons, Ltd.

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