Acridinedione-functionalized gold nanoparticles and model for the binding of 1,3-dithiol linked acridinedione on gold clusters

The design and synthesis of 1,3-dithiol linked acridinedione functionalized gold nanoparticles (ADDDT-GNP) is described. ADDDT-GNP was characterized by transmission electron microscopy (TEM), Fourier transform infrared (FT-IR), UV-vis, steady-state and time-resolved fluorescence techniques. Conformational analysis of 1,3-dithiol ligands using density functional theory (DFT) reveals that they can cap on gold clusters through 1,2-capping mode, in which the two sulfur atoms of the dithiol bind covalently with two adjacent gold atoms on the surface of the cluster. The present study shows that three conformers of the ligand can cap in the 1,2-mode of capping. The triexponential fluorescence decay observed in the capped nanogold complex with fluorophore-labeled 1,3-dithiol may originate from the three conformers of the complex in the 1,2-capping mode.