𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Chemical Shift Assignment of Geminal Protons in 3,7-Diazabicyclo[3.3.1]nonanes: An Unexpected Deviation from the Axial/Equatorial Chemical Shift Order

✍ Scribed by Adolf Gogoll; Helena Grennberg; Andreas Axén


Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
314 KB
Volume
35
Category
Article
ISSN
0749-1581

No coin nor oath required. For personal study only.

✦ Synopsis


The chemical shift order of axial and equatorial methylene protons in 1,5-disubstituted 3,7diazabicyclo [ 3.3.1 ] nonan-9-ones may be altered by substituents in the 1,5-positions, but the corresponding alcohols behave di †erently. Unambiguous signal assignments for a series of the title compounds are provided, based on 3J CH coupling constants and on {1H} 13C heteronuclear Overhauser e †ects. Substituent anisotropy e †ects as a source of the chemical shift changes are discussed.