Self-stacking of naphthalene bis(dicarboximide)s probed by NMR †

Supramolecular activation of a molecular photocatalyst

“…The dimerization constants and the association constant were calculated on the basis of the change of the chemical shift of selected protons following literature methods. 42,43,45 Results and discussion…”

Electrochemical Evaluation of a Napthalene Diimide Derivative for Potential Application in Aqueous Organic Redox Flow Batteries

“…NDI is known to self-associate, giving rise to a concentrationdependent displacement of the chemical shift from NMR which can be related to an equilibrium constant. [40,48,49] To acquire the equilibrium constant for the system at pH 7, solutions of varying concentrations of NDI in 0.5 M sodium phosphate buffer in D 2 O were prepared and analyzed with 1 H-NMR. The sodium salt of the common NMR reference compound, 3-(trimethylsilyl) propionic-2,2,3,3-d4 acid (TSP-D4) was added at a constant concentration to all samples to enable accurate determination of the chemical shifts.…”

Insights into the Relative DNA Binding Affinity and Preferred Binding Mode of Homologous Compounds Using Isothermal Titration Calorimetry (ITC)

“…[26] As mentioned above, the NDI scaffold has been used by several groups to design biologically significant compounds. [12][13][14][15][16][17][18][19][20] In the current series, the quaternary amino group in each side chains is close enough (ethyl-and propyl-amino linker) to the naphthalene core group to allow electrostatic contact with the DNA.…”

“…One could predict that NDI-3 will show relatively lower binding affinity than NDI-4, however, the increase in bulkiness might have only kinetic consequences. 26 We are interested in determining whether these substituent variations might have an effect on both the preferred DNA binding mode adopted by these compounds, and consequently their relative DNA binding affinity. We also compare the effect of having a cyclic structure in the side chain vs. acyclic alkyl substituents.…”

“…The NDI derivatives in this chapter (Figure 7 and 8) were synthesized by Dixon and coworkers and have three main motifs. [26,36] Ring Size: Compounds that contains a ring (N-methyl pyrrolidine or N-methyl piperidine) at the distal end of the side chain, as well as possessing different ring size. To date, the effect of ring size on intercalator-DNA interaction has been mostly unexplored.…”