TY  - JOUR
T1  - DFT-GIAO-NBO and 13C NMR study of the delta-syn-axial effect in 2,4-disubstituted adamantanes
N2  - Six groups of diastereomeric 2,4-disubstituted adamantanes were studied with DFT-GIAO-NBO (natural orbital analysis) methods. The calculated 13C chemical shifts reproduce well the experimental data. It was found that among all diastereomers, those bearing substituents in -syn-axial positions showed the largest overall deshielding, i.e. the sum of all 13C chemical shifts [;;(13C)] was the greatest and also had the highest delocalization contribution to the molecular energy evaluated with NBO. The higher delocalization energy is proposed to be the origin of the deshielding -syn-axial effect
Y1  - 2008
UR  - https://publishup.uni-potsdam.de/frontdoor/index/index/docId/10587
UR  - http://onlinelibrary.wiley.com/doi/10.1002/mrc.2333/pdf
SN  - 0749-1581
ER  -