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Beilstein J. Org. Chem. 2020, 16, 190–199, doi:10.3762/bjoc.16.22
Graphical Abstract
Scheme 1: Synthesis of 4-(2-fluorophenyl)-7-methoxycoumarin (6).
Figure 1: 1H NMR spectra for the “aromatic” region of coumarin 6; comparison of 1H spectrum and 1H-{19F} spec...
Figure 2: 13C NMR spectra for coumarin 5 and 6; showing the splitting of the signal corresponding to C5.
Figure 3: 19F,1H-HOESY NMR spectrum for coumarin 6 illustrating two through-space interactions.
Figure 4: Superposition of single-crystal X-ray structure (red) and DFT-optimized structure (green); RMSD 0.3...
Figure 5: DFT-optimized structure for coumarin (6).
Figure 6: Plots of relative energy (black trace, no units), interatomic distance F–H5 (red trace, Å), interat...
Figure 7: Short contacts within the single-crystal X-ray structure of coumarin 6.
Beilstein J. Org. Chem. 2013, 9, 1346–1351, doi:10.3762/bjoc.9.152
Figure 1: Structure of ochnaflavone (1).
Scheme 1: Synthesis of ochnaflavone (1).
Scheme 2: Oxalic acid-induced ring closure of bichalcone 6.