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Beilstein J. Org. Chem. 2024, 20, 2668–2681, doi:10.3762/bjoc.20.224
Graphical Abstract
Scheme 1: Reaction between propylene oxide (PO) and CO2 and the five catalyst scaffolds under study. The posi...
Figure 1: Schematic representation of an (A) 2D and a (B) 3D volcano plot. The abbreviation “cat.” stands for...
Scheme 2: Capture reactions of CO2 or an epoxide by FLP.
Figure 2: (A) Structure of PO annotated with the C–O bond distances and electron densities at the BCPs. BCPs ...
Figure 3: Symmetric FLP scaffolds considered in the first study. X denotes N or P.
Figure 4: Subset of FLP scaffolds considered in the catalyst optimisation study. Substituents and labels are ...
Figure 5: Coupling reaction between PO and CO2. Depending on the catalyst considered, the reaction follows me...
Figure 6: VOLCANO plot group 1. The free energies of pre-TS01 assembly and Min2 are considered for the correl...
Figure 7: VOLCANO plot group 2. The free energies of pre-TS01 assembly and Min2 are considered for the correl...
Scheme 3: Asymmetric catalysis studied. On the left, the catalyst proposed by Gao et al. for the asymmetric h...
Figure 8: Catalysed reaction between the (S)-enantiomer of propylene oxide and CO2 resulting in the formation...
Figure 9: Schemes of the different asymmetric reactions observed. Hydrogen capable of rotation is marked in o...
Beilstein J. Org. Chem. 2014, 10, 1620–1629, doi:10.3762/bjoc.10.168
Figure 1: The five studied compounds.
Figure 2: Trimers A (left) and B (right) of 1.
Figure 3: The tautomerism of 1H-benzimidazole.
Figure 4: The 13C CPMAS NMR spectrum of 3.
Figure 5: The two independent molecules of 3 drawn with the Mercury program [26].
Figure 6: The evolution of the spectrum of 1 with temperature in HMPA-d18.
Beilstein J. Org. Chem. 2013, 9, 2156–2167, doi:10.3762/bjoc.9.253
Figure 1: The six 1,5-benzodiazepinones discussed in this paper together with clobazam.
Scheme 1: Synthesis of compounds 1 and 2.
Figure 2: The X-ray structures of 3a (TUPSAZ), 5a (EFARUA). In TUPSAZ there is a disordered water molecule.
Figure 3: ORTEP plot (30% probability) of 1, showing the X-ray labeling of the asymmetric unit.
Figure 4: View of the zigzag chain formed in 1, showing the H-bond and F–F interactions.
Figure 5: ORTEP plot (20% probability) of 2, showing the X-ray labeling of the asymmetric unit.
Figure 6: Packing of 2 showing the F–F contacts along the chain (orange) and the π–π interactions that form t...
Figure 7: The different tautomers in the 1H and 1-methyl series.
Figure 8: 2-Methoxy-4-methyl-3H-1,5-benzodiazepine (7).
Figure 9: 1H–19F coupling constant values either through-bond or through-space.
Figure 10: The optimized geometry of the TS of 2a inversion.
Figure 11: Equations used to transform absolute shieldings into chemical shifts [38,39].