Shape-persistent macrocycles are distinctly advantaged as building blocks for molecular materials. Resistance to changes in shape allow these macrocycles to predictably display encoded surfaces under a wide range of external stimuli; e.g., guests, heat, light, solvent, or pH. Tricarbazolo triazolophane (tricarb) macrocycles are representative of this class of molecule. Tricarb macrocycles have been shown to self-associate in solution and self-assemble into thin-films on surfaces. These prior findings have inspired the design and synthesis of <i>C</i><sub>3</sub>-symmetric and sequence specific macrocycles to begin to elucidate the rules that govern hierarchical self-assembly. Work towards elucidating the nature of these macrocyclic assemblies present in solution, investigated with small-angle X-ray scattering (SAXS), and on graphite, probed using scanning tunneling microscopy (STM), are presented here.

Towards the design, synthesis, and characterization of the self-assemblies of shape-persistent tricarb macrocycles

253rd National Meeting (2017)

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