Material Aspects of H-Bonded Macrocyclic Aromatic Pentamers

Abstract

Within the past two decades there has been considerable progress in the synthesis of H-bonded macrocycles with well-defined and highly preorganized structure possessing multifaceted functions. The convenient one-pot synthesis method and the self-assembling capabilities of macrocycles make them promising assembled scaffolds for the design of new functionalized architectures, materials and organic based nanodevices.

In this regards, the aims of the thesis were to (i) design and synthesize two totally new classes of aromatic macrocycles with planar five-fold symmetry and easily modifiable outer surfaces and interior cavities, (ii) study the 2D packing lattice of the cyclic pentamers in the single crystal which has been only speculated by mathematicians, (iii) investigate the application of the cyclic pentamers as novel supramolecular organogelators and study the gelation mechanism, (iv) develop highly efficient one-pot synthesis protocols, systematically evaluate recognition capability of the cyclic pentamers towards alkali metal ions and develop scarcely studied cation or ion-pair induced organic nanofibers.