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Beilstein J. Org. Chem. 2008, 4, No. 51, doi:10.3762/bjoc.4.51
Graphical Abstract
Scheme 1: Synthesis of N,N′-methylenedibenzamide using CC-activated DMSO.
Scheme 2: Synthesis of N,N′-methylenebisamide using CC-activated DMSO.
Scheme 3: Synthesis of N,N′-methylenedibenzamide using DCMT-activated DMSO.
Scheme 4: Synthesis of N,N′-methylenebisamide using DCMT-activated DMSO.
Scheme 5: Plausible reaction mechanism of amide with CC- or DCMT-activated DMSO.
Beilstein J. Org. Chem. 2008, 4, No. 52, doi:10.3762/bjoc.4.52
Figure 1: Structures of compounds 1 and 2.
Scheme 1: Syntheses of receptors 1 and 2.
Figure 2: UV-vis spectra of 1 (c = 5.05 × 10−5 M) in different solvents.
Figure 3: UV-vis spectra of 2 (c = 5.05 × 10−5 M) in different solvents.
Figure 4: UV spectra of the complex of 1 with citric acid (c = 1.67 × 10−5 M) and its change of absorbance on...
Figure 5: UV spectra of the complex of 1 with D-(−)-tartaric acid (c = 1.67 × 10−5 M) and its change of absor...
Figure 6: UV spectra of the complex of 2 with citric acid (c = 1.67 × 10−5 M) and its change of absorbance on...
Figure 7: UV spectra of the complex of 2 with D-(−)-tartaric acid (c = 1.67 × 10−5 M) and its change of absor...
Figure 8: Fluorescence change of 1 in CHCl3 in the presence of carboxylic acids (λex = 290 nm).
Figure 9: Plot of the ratio of excimer to monomer emission vs concentration of the complex of 1 with citric a...
Figure 10: Fluorescence change of 1 in CHCl3 (c = 1.67 × 10−5 M) upon addition of citric acid dissolved in CHCl...
Figure 11: Fluorescence change of 1 in CHCl3 (c = 1.67 × 10−5 M) upon addition of D-(−)-tartaric acid dissolve...
Figure 12: Fluorescence change of 2 in CHCl3 in the presence of carboxylic acids (λex = 290 nm).
Figure 13: Fluorescence change of 2 in CHCl3 (c = 1.67 × 10−5 M) upon addition citric acid dissolved in CHCl3 ...
Figure 14: 1H NMR (in CDCl3) spectra of receptor 1 (c = 3.57 × 10−3 M; bottom) and the 1:1 complex with citric...
Figure 15: AM1 optimized geometries of the complexes of 1 with (a) citric acid, hydrogen bond distances: a = 2...
Figure 16: AM1 optimized geometry of the complex of 2 with citric acid, hydrogen bond distances: a = 2.12 Å, b...
Beilstein J. Org. Chem. 2008, 4, No. 53, doi:10.3762/bjoc.4.53
Scheme 1: RuCl3-catalyzed transfer hydrogenation of aryl aldehydes.
Scheme 2: Reduction of 1,2-diketones.