Details

Autor(en) / Beteiligte

• Miao, Xinrui
• Li, Jinxing
• Zha, Bao
• Miao, Kai
• Dong, Meiqiu
• Wu, Juntian
• Deng, Wenli

Titel

Concentration-dependent multiple chirality transition in halogen-bond-driven 2D self-assembly process

Ist Teil von

• Applied surface science, 2018-03, Vol.433, p.1075-1082

Ort / Verlag

Elsevier B.V

Erscheinungsjahr

2018

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• [Display omitted] •Halogen bonding induced molecular self-assembly of iodine substituted thienophenanthrene derivative was investigated using scanning tunneling microscopy.•Multiple chiral patterns are obtained by changing solution concontrations at the 1-octanoic acid/graphite interface.•Molecule–molecule CO⋯I⋯S and I⋯OC and molecule–solvent CO⋯I⋯H halogen bonds are the mainly driving forces for the formation of chiral aggregations. The concentration-dependent self-assembly of iodine substituted thienophenanthrene derivative (5,10-DITD) is investigated at the 1-octanic acid/graphite interface using scanning tunneling microscopy. Three kinds of chiral arrangement and transition of 2D molecular assembly mainly driven by halogen bonding is clearly revealed. At high concentration the molecules self-assembled into a honeycomb-like chiral network. Except for the interchain van der Waals forces, this pattern is stabilized by intermolecular continuous CO⋯I⋯S halogen bonds in each zigzag line. At moderate concentration, a chiral kite-like nanoarchitecture are observed, in which the CO⋯I⋯S and I⋯OC halogen bonds, along with the molecule–solvent CO⋯I⋯H halogen bonds are the dominated forces to determine the structural formation. At low concentration, the molecules form a chiral cyclic network resulting from the solvent coadsorption mainly by molecule–molecule CO⋯I⋯S halogen bonds and molecule–solvent CO⋯I⋯H halogen bonds. The density of molecular packing becomes lower with the decreasing of the solution concentration. The solution-concentration dependent self-assembly of thienophenanthrene derivative with iodine and ester chain moieties reveals that the type of intermolecular halogen bond and the number of the co-adsorbing 1-octanic acids by molecule–solvent CO⋯I⋯H halogen bonds determine the formation and transformation of chirality. This research emphasizes the role of different types of halogen (I) bonds in the controllable supramolecular structures and provides an approach for the fabrication of chirality.