Furthermore, the interaction of HNA to CN− was also investigated
1H NMR titration experiments. As shown in Fig. 5, upon
addition of CN−, the OH signal of HNA disappeared completely, indicating
the presence of hydrogen bonds between CN− and naphthol
OH protons. In contrast, other H signals on the naphthaldehyde
rings shifted upfield due to the increasing of electron density
around them. As a contrast, there was no new peaks observed,
which excluded the nucleophilic addition of cyanide to the imine.
More interestingly, upon addition of some water to the system
of HNA with 50 equiv. of CN− in acetonitrile/water solvents (from
0 to 1:9, v/v), the emission intensity of 504 nm did not decrease
instead to increase gradually. As shown in
Furthermore, the interaction of HNA to CN− was also investigated
1H NMR titration experiments. As shown in Fig. 5, upon
addition of CN−, the OH signal of HNA disappeared completely, indicating
the presence of hydrogen bonds between CN− and naphthol
OH protons. In contrast, other H signals on the naphthaldehyde
rings shifted upfield due to the increasing of electron density
around them. As a contrast, there was no new peaks observed,
which excluded the nucleophilic addition of cyanide to the imine.
More interestingly, upon addition of some water to the system
of HNA with 50 equiv. of CN− in acetonitrile/water solvents (from
0 to 1:9, v/v), the emission intensity of 504 nm did not decrease
instead to increase gradually. As shown in
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