CHEMICAL-SHIFT ASSIGNMENT OF GEMINAL PROTONS IN 3,7-DIAZABICYCLO [3.3.1]NONANES - AN UNEXPECTED DEVIATION FROM THE AXIAL EQUATORIAL CHEMICAL-SHIFT ORDER/

Authors
GOGOLL A GRENNBERG H AXEN A
Citation
A. Gogoll et al., CHEMICAL-SHIFT ASSIGNMENT OF GEMINAL PROTONS IN 3,7-DIAZABICYCLO [3.3.1]NONANES - AN UNEXPECTED DEVIATION FROM THE AXIAL EQUATORIAL CHEMICAL-SHIFT ORDER/, Magnetic resonance in chemistry, 35(1), 1997, pp. 13-20
Citations number
43
Categorie Soggetti
Spectroscopy,Chemistry
Journal title
Magnetic resonance in chemistry → ACNP
ISSN journal
07491581
Volume
35
Issue
1
Year of publication
1997
Pages
13 - 20
Database
ISI
SICI code
0749-1581(1997)35:1<13:CAOGPI>2.0.ZU;2-1
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 b ehave differently. Unambiguous signal assignments for a series of the title compounds are provided, based on (3)J(CH) coupling constants and on {H-1} C-13 heteronuclear Overhauser effects. Substituent anisotrop y effects as a source of the chemical shift changes are discussed.