Chiral Recognition Mechanism of Two-Dimensional Self-Assembly Formed by [7]Thiaheterohelicene

We have investigated the chiral recognition behavior leading to the formation of self-assembled zigzag chain structures of rac-[7]thiaheterohelicene on the Ag(111) surface by density functional theory (DFT) calculations and molecular dynamics (MD) simulations. The DFT calculations showed a weak interaction between the molecule and the Ag surface, indicating that the molecule was fully physisorbed on the surface. On the other hand, the MD simulations provided meaningful insight into the initial formation process of the ordered structures, which strongly supported the experimental observations. We found that the heterochiral dimer, combining through pi-pi interaction, formed as the crucial building block for long-range zigzag chains, where different enantiomers were arranged alternately. The interaction among neighboring chains was also elucidated, showing the most preferable arrangement of 2D ordered structures.

Automated summary

Chiral recognition behavior leading to the formation of self-assembled zigzag chain structures of rac-[7]thiaheterohelicene on the Ag(111) surface was investigated using density functional theory (DFT) calculations and molecular dynamics (MD) simulations. DFT calculations showed weak interaction between the molecule and the Ag surface, suggesting physisorption of the molecule on the surface. MD simulations provided insight into the initial formation process of the ordered structures, supporting experimental observations. Heterochiral dimers, formed through pi-pi interaction, were identified as crucial building blocks for long-range zigzag chains with alternate arrangement of different enantiomers. The interaction among neighboring chains and the most preferable arrangement of 2D ordered structures were also elucidated.