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Beilstein J. Org. Chem. 2017, 13, 222–238, doi:10.3762/bjoc.13.25
Graphical Abstract
Figure 1: Color change observed for R1 (4.5 × 10−5 Min DMSO) in the presence of 1 equiv of different anions (...
Figure 2: Color change observed for R2 (4.5 × 10−5 M in DMSO) in the presence of 1 equiv of different anions ...
Figure 3: UV–vis titration spectra of receptor R1 (4.5 × 10−5 M in DMSO) obtained by the incremental addition...
Figure 4: UV–vis titration spectra of receptor R1 (4.5 × 10−5 M in DMSO) obtained by the incremental addition...
Figure 5: B–H plot of the R1–F− complex at a selected wavelength of 477 nm.
Figure 6: B–H plot of the R1–AcO− complex at a selected wavelength of 492 nm.
Figure 7: UV–vis titration spectra of receptor R2 (4.5 × 10−5 M in DMSO) obtained by the incremental addition...
Figure 8: UV–vis titration spectra of receptor R2 (4.5 × 10–5 M in DMSO) obtained by the incremental addition...
Figure 9: B–H plot of the R2–F− complex at a selected wavelength of 560 nm.
Figure 10: B–H plot of the R2–AcO− complex at a selected wavelength of 560 nm.
Figure 11: Color change of receptor R1 upon the addition of NaF and mouthwash.
Figure 12: Color change of receptor R2 upon the addition of NaF and mouthwash.
Figure 13: Time dependent plot of first order rate equation to determine the rate constant from the UV–vis spe...
Figure 14: Time dependent plot of first order rate equation to determine the rate constant from the UV–vis spe...
Figure 15: 1H NMR titration spectra of R1 upon incremental addition of AcO− ion.
Figure 16: 1H NMR titration spectra of R2 upon incremental addition of AcO− ion.
Figure 17: Optimized structure of receptor R1; (a) HOMO, (b) LUMO.
Figure 18: Optimized structure of the receptor R2; (a) HOMO, (b) LUMO.
Figure 19: Optimized structure of the R1-F− complex; (a) HOMO, (b) LUMO.
Figure 20: Optimized structure of the R1-AcO− complex; (a) HOMO, (b) LUMO.
Figure 21: Optimized structure of the R2-F− complex; (a) HOMO, (b) LUMO.
Figure 22: Optimized structure of the R2-AcO− complex; (a) HOMO, (b) LUMO.
Scheme 1: Proposed binding mechanism of R1 with fluoride ion.
Scheme 2: Proposed binding mechanism of R1 with acetate ion.
Scheme 3: Possible binding mechanism of R2 with acetate ion.
Scheme 4: Proposed binding mechanism of R2 with fluoride ion.
Figure 23: Logic circuit for the “INHIBIT” gate of receptor R1.
Scheme 5: General scheme for the synthesis of receptors R1 and R2.