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Beilstein J. Org. Chem. 2018, 14, 2923–2930, doi:10.3762/bjoc.14.271
Graphical Abstract
Figure 1: Chemical structures of analogues.
Scheme 1: Strategy for the formation of 1-(arylamino)-1H-imidazo[2,1-a]isoindole-2,5(3H,9bH)-diones.
Scheme 2: Synthesis of the starting (L)-α-amino acid phenylhydrazides and 4-chlorophenylhydrazides 3a–m under...
Scheme 3: Cyclocondensation of 2-formylbenzoic acid (4) with (L)-alanine phenylhydrazide (3a).
Scheme 4: Synthesis of the nitrogenated tricyclic compounds 5a–m. Diastereoisomeric (dr) and enantiomeric (er...
Figure 2: NOEs correlation showing the stereochemistry of the compound 5a.
Figure 3: X-ray crystal structure of 5f shown at the 30% probability level.
Scheme 5: Proposed partial mechanism with a selectivity model.
Beilstein J. Org. Chem. 2015, 11, 1175–1186, doi:10.3762/bjoc.11.132
Figure 1: Structure of Eriochrome Blue Black B.
Scheme 1: Cyclopalladation reactions of (S)-4-isopropyl-2-(naphthalen-1-yl)oxazoline.
Scheme 2: Synthesis of cyclopalladated complex from bis-oxazoline.
Figure 2: ORTEP drawing of the complex 8.
Scheme 3: Synthesis of the bis(oxazoline) coordinated complexes.
Figure 3: ORTEP drawing of the complex 9.
Figure 4: Change in color removal in the presence of different catalysts within 10 min (before filtration). T...
Figure 5: Change in color removal in the presence of different catalysts (after filtration over 10 min).
Figure 6: Evolution of the color degradation against time using Eriochrome plus H2O2, the complex plus H2O2 o...
Figure 7: Change of the concentration of the Erio solution with the variation of H2O2 dose.
Figure 8: Evolution of the color removal against initial dye concentration.
Figure 9: Change of the color removal versus temperature.
Figure 10: Recycling experiments for Erio removal (C0 = 30 ppm, 20 mL) in the presence of catalyst 9 at pH 7 a...
Scheme 4: Proposed mechanism of decolorization.