Co-assembly Behaviors of Flavonol Derivatives Induced by a Pyridine Derivative on HOPG via Hydrogen Bonding and Van der Waals Forces.

In this paper, two new flavonol derivatives, 2-(4-(dodecyloxy)phenyl)-3-hydroxyflavone () and 2-(3,5-bis(dodecyloxy)phenyl)-3-hydroxyflavone (), were synthesized to investigate the respective self-assembly behaviors at the liquid/solid interface by scanning tunneling microscopy. In addition, a linear pyridine derivative with acetylene groups called was added to regulate the assembly of and , individually. However, only molecules successfully co-assembled into grid structures with molecules. Furthermore, the assembly and co-assembly behavior mechanism of flavonol derivatives and molecules were further studied by density functional theory calculations. This work will lay a foundation for investigating the self-assembly of flavonol derivatives and the co-assembly regulated by pyridine derivatives at the liquid-solid interface.