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f = 0.46 in EtOH) as a reference (Soep, B.; Kellamnn, A.; Lindqvist, L. Chem. Phys. Lett. 1972, 13, 241-244).
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f = 0.46 in EtOH) as a reference (Soep, B.; Kellamnn, A.; Lindqvist, L. Chem. Phys. Lett. 1972, 13, 241-244).
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33846325980
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- (0.1 equiv) and 1 reaches completion within 10 min at 50 °C (see Supporting Information for time-dependent fluorescence changes).
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- (0.1 equiv) and 1 reaches completion within 10 min at 50 °C (see Supporting Information for time-dependent fluorescence changes).
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27
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33846299710
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Attempts to isolate 2 were unsuccessful, producing only 3. The related conversion of N-methyl-9-cyanoacridan to N-methylacridone by oxygen is known (ref 14b).
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Attempts to isolate 2 were unsuccessful, producing only 3. The related conversion of N-methyl-9-cyanoacridan to N-methylacridone by oxygen is known (ref 14b).
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33846286232
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The facts that this deprotonation process accompanies no significant fluorescence intensity changes and that the disappearance of α-carbonyl protons in 1H NMR titration spectra suggest that the equilibrium between 1 and its ylide generated by the basic anions causes H/D exchange of α-carbonyl protons
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1H NMR titration spectra suggest that the equilibrium between 1 and its ylide generated by the basic anions causes H/D exchange of α-carbonyl protons.
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33846330296
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Upon addition of cyanide to 1, the solution turns colorless then pale blue. The intensity of the blue color becomes more intense with time. This may imply that the acridinone 3 is responsible for the blue color.
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Upon addition of cyanide to 1, the solution turns colorless then pale blue. The intensity of the blue color becomes more intense with time. This may imply that the acridinone 3 is responsible for the blue color.
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30
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33846281319
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See Supporting Information for the sample calculation
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See Supporting Information for the sample calculation.
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31
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33846297781
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