Abstract
The geometries and relative energies of new N,N carbonyl dipyrrinone-derived oxime molecules (E/Z-s-cis 4a and E/Z-s-cis 4b) have been investigated. The calculated energies, molecular geometries, and 1H/13C NMR chemical shifts agree with experimental data, and the results are presented herein. The E-s-cis conformations of 4a and 4b and the Z-s-cis conformation of 5b were found to be the thermodynamically most stable isomers with the oxime hydrogen atom or the methyl functional group adopting an anti-orientation with respect to the dipyrrinone group. This conformation was unambiguously supported by a number of 2D NMR experiments.
Original language | English |
---|---|
Pages (from-to) | 205-212 |
Number of pages | 8 |
Journal | Magnetic Resonance in Chemistry |
Volume | 49 |
Issue number | 5 |
DOIs | |
State | Published - May 2011 |
Keywords
- DFT calculations
- NMR
- configurational isomers
- nitrone
- oxime
- spin-spin coupling constants