Two-Dimensional Hydrogen-Bonded Nanoarchitecture Composed of Rectangular 3,4,9,10-Perylenetetracarboxylic Diimide and Boomerang-Shaped Molecules Resulting from the Dissociation of 1,3,5-Tris(4-aminophenyl)benzene.

The self-assembly of 3,4,9,10-perylenetetracarboxylic diimide (PTCDI) with the star-shaped 1,3,5-tris(4-aminophenyl)benzene (TAPB) on Au(111) is investigated using scanning tunneling microscopy. PTCDI forms a compact canted arrangement on the gold surface. When TAPB is sublimated at a high temperature, the molecule dissociates into a 4-aminophenyl group and a boomerang-shaped compound. The boomerang molecule self-assembles with PTCDI to create a two-dimensional (2D) nanoarchitecture stabilized by N-H···O-C hydrogen bonds between the dissociated TAPB and PTCDI. The molecular ratio of this multicomponent structure is 1:1.