Thermally Induced Chiral Aggregation of Dihydrobenzopyrenone on Au(111)

ACS Applied Materials & Interfaces
Dingguan WangAndrew T S Wee

Abstract

The realization of chiral supramolecular architectures on solid surfaces has triggered much interest due to its potential enantiospecific applications. An in-depth study of chiral aggregation on surfaces is significant for developing functional chiral surfaces. Herein, we report thermally induced chiral aggregation of dihydrobenzopyrenone on Au(111). By high-resolution low-temperature scanning tunneling microscopy, a racemate monolayer consisting of levorotatory and dextrorotatory dihydrobenzopyrenones was found to aggregate into conglomerate domains after moderate annealing treatment. Combined with first-principles calculations, we suggest that the intermolecular dipole-dipole interaction plays an important role in chiral aggregation, which takes place via molecular in-plane diffusion rather than molecular out-of-plane flipping. This work unveils one underlying mechanism of thermally induced chiral aggregation, thus enabling potential applications such as fabricating supramolecular architectures for functional chiral surfaces.

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