Work

Design, Synthesis, and Structural Analysis of d , l -Mixed Polypyrrolinones. 2. Macrocyclic Hexapyrrolinones

Year: 2010

Type: article

Abstract: The design, synthesis, and structural analysis of two macrocyclic D,L-alternating hexapyrrolinones have been achieved. These cyclic peptide mimics adopt a flat, hexagonal conformation, stabilized by intramolecular hydrogen bonding between adjacent pyrrolinone rings. Extensive NMR studies and X-ray analysis reveal, respectively, that the macrocyclic hexapyrrolinones aggregate in solution and in the solid state form staggered stacked nanotube-like assemblies.

Source: Organic Letters

DOI: 10.1021/ol101008y