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Beilstein J. Org. Chem. 2021, 17, 2450–2461, doi:10.3762/bjoc.17.162
Graphical Abstract
Figure 1: Some important tetrahydroacridines used as drugs.
Scheme 1: Synthesis of 2.
Scheme 2: Synthesis of compounds 4a–g.
Figure 2: UV–vis absorption spectra of 4a–d at room temperature in dilute dichloromethane solutions (c = 1 × ...
Figure 3: Fluorescence spectra of 4a–d at room temperature in dilute dichloromethane solutions (c = 1 × 10−5 ...
Figure 4: A) Absorbance and B) emission spectra for the standard quinine sulfate (SQ).
Figure 5: A) Absorbance and B) fluorescence spectra for 4b.
Figure 6: A) Plot of fluorescence intensities against their absorbances for quinine sulfate (SQ) and B) plot ...
Figure 7: Selected dihedral angles (°) for compounds 4a–d.
Figure 8: Selected dihedral angles (°) for compound 4f.
Figure 9: Calculated energy levels for compounds 4a–d and their spatial distribution of the HOMO–LUMO frontie...
Figure 10: Visualization of MEP for compounds 4a–d calculated by B3LYP method with 6-31G(d) basis set.
Figure 11: Cyclic voltammogram for 4c in 0.1 M (n-Bu)4NBF4/acetonitrile at a scan rate of 50 mV/s.
Beilstein J. Org. Chem. 2021, 17, 1629–1640, doi:10.3762/bjoc.17.115
Figure 1: Applications of acridines.
Scheme 1: Synthesis of 2,4-dibromo-9-chloro-5,6,7,8-tetrahydroacridine (2).
Scheme 2: Synthesis of 2,4-bis(arylethynyl)-9-chloro-5,6,7,8-tetrahydroacridines 4a–g.
Figure 2: UV–vis absorption spectra of 4a,b and 4e–g in diluted dichloromethane solutions at room temperature...
Figure 3: Emission spectra of 4a,b and 4e–g in diluted dichloromethane solutions at room temperature (c = 1 ×...