Journal
JOURNAL OF PHYSICAL CHEMISTRY C
Volume 111, Issue 37, Pages 13851-13854Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jp072552a
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The role of hydrogen bonding in forming self-assembled monolayers of two BF2-substituted beta-dicarbonyl derivatives has been studied by scanning tunneling microscopy (STM). Both molecules spontaneously adsorb on HOPG surface and self-organize into well-ordered two-dimensional (21)) lamellae. The hydrogen bonding at different positions is found to have a significant impact on the self-assembled structures. On one hand, the C-H center dot center dot center dot F hydrogen bonding between the ortho carbon of the phenyl ring and the fluorine of the BF, group dominates the formation of the lamellae. On the other hand, the O-H center dot center dot center dot O hydrogen bonding between the neighboring carboxyl groups doubles the width of the lamellae. The present results provide significant information in understanding the noncovalent effect on molecular self-organization.
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