Crescent oligoamides: from acyclic "macrocycles" to folding nanotubes.
Oligoarylamides whose backbones are rigidified by intramolecular hydrogen bonds (H-bonds) are found to adopt well-defined conformations in both solution and solid state. Depending on the length of their backbones, these folding oligoamides are crescents, broken macrocycles, or helices. A large (approximately 10 A) interior cavity is associated with the "macrocycles" and helices. The folded conformations are independent of chain length and are found in both nonpolar and polar solvents. This strategy is being extended to the construction of folding acyclic "macrocycles" and nanotubes with larger tubular cavities.
Gong
B
B
Department of Chemistry, State University of New York, Buffalo 14260, USA. bgong@chem.buffalo.edu
D018360:Crystallography, X-Ray; D015195:Drug Design; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D015394:Molecular Structure; D009757:Nylons / Q000737:chemistry*
D009757:Nylons