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Concentration-Dependent Two-Dimensional Halogen-Bonded Self-Assembly of 1,3,5-Tris(4-iodophenyl)benzene Molecules at the Solid–Liquid Interface

Author:
Silly, Fabien
Source:
The Journal of Physical Chemistry C 2017 v.121 no.19 pp. 10413-10418
ISSN:
1932-7455
Subject:
aromatic compounds, hydrogen bonding, iodine, scanning tunneling microscopy
Abstract:
The concentration-dependent self-assembly of star-shaped 1,3,5-tris(4-iodophenyl)benzene at the 1-phenyloctane/graphite interface is investigated using scanning tunneling microscopy. The molecules self-assemble into a hexagonal porous halogen-bonded nanoarchitecture at low concentration. This structure is stabilized by X₃ synthons. The molecules are oriented along the same direction in this arrangement. At higher concentration two molecular orientations are observed. The molecules then form a porous parallelogram halogen-bonded structure stabilized by X₂ synthons. The density of molecular packing is thus higher at high solution concentration. High solution concentration also leads to the appearance of domain boundary in the parallelogram structure. Iodine bonds appear to be a promising alternative to hydrogen bonds to engineer tunable organic porous structures on flat surfaces.
Agid:
5688541