Molecular Coplanarity and Self-Assembly Promoted by Intramolecular Hydrogen Bonds

Active conformational control is
realized in a conjugated system
using intramolecular hydrogen bonds to achieve tailored molecular,
supramolecular, and solid-state properties. The hydrogen bonding functionalities
are fused to the backbone and precisely preorganized to enforce a
fully coplanar conformation of the π-system, leading to short
π–π stacking distances, controllable molecular
self-assembly, and solid-state growth of one-dimensional nano-/microfibers.
This investigation demonstrates the efficiency and significance of
an intramolecular noncovalent approach in promoting conformational
control and self-assembly of organic molecules.