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1H NMR spectroscopy of 1, the NH proton of N, N ′-dioxide showed a strong deshielding effect at 10.886 ppm due to the strong hydrogen bond between N-oxide and the NH proton. Comparatively, after coordinating with metal, the X-ray crystal structure of N, N ′-dioxide-Ni(II) and N, N ′-dioxide-Sc(III) showed that the N, N ′-dioxide behaves as a tetradentate ligand with both carbonyl oxygens and oxygens of N-oxide coordinating to metal center. The two amide groups stretched up and down on the opposite site, which acted as a good hydrogen bond acceptor. This indicated that the N-H from 1 and sensor 2 were complete difference. Thus 1 had no special phenomenon by adding chiral α-hydroxycarboxylic acids.
-
1H NMR spectroscopy of 1, the NH proton of N, N ′-dioxide showed a strong deshielding effect at 10.886 ppm due to the strong hydrogen bond between N-oxide and the NH proton. Comparatively, after coordinating with metal, the X-ray crystal structure of N, N ′-dioxide-Ni(II) and N, N ′-dioxide-Sc(III) showed that the N, N ′-dioxide behaves as a tetradentate ligand with both carbonyl oxygens and oxygens of N-oxide coordinating to metal center. The two amide groups stretched up and down on the opposite site, which acted as a good hydrogen bond acceptor. This indicated that the N-H from 1 and sensor 2 were complete difference. Thus 1 had no special phenomenon by adding chiral α-hydroxycarboxylic acids.
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31
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Afterward, chiral recognition response of methyl mandelate and sensor 2 in acetonitrile was detected by fluorescence spectrum. As visual recognition, there was little discrimination between them.
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Afterward, chiral recognition response of methyl mandelate and sensor 2 in acetonitrile was detected by fluorescence spectrum. As visual recognition, there was little discrimination between them.
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33
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79951612709
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0).
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0).
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37
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79951590286
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The ee determination of the substrate 3 is shown in Supporting Information.
-
The ee determination of the substrate 3 is shown in Supporting Information.
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