title: Assessing stabilization through π-π interactions in aromatic oligoamide β-sheet foldamers.
abstract: We have recently introduced aromatic oligoamide β-sheet foldamers based on rigid turn units and short linear strands that undergo intramolecular π-π stacking (Sebaoun, L.; Maurizot, V.; Granier, T.; Kauffmann, B.; Huc, I. J. Am. Chem. Soc. 2014, 136, 2168). We now report that conformational stability in these structures can be reached using less rigid turn units and more extensive π-π interactions between longer linear strands. For this study, two-stranded sheets of variable length were prepared. Their conformation was assessed in solution by (1)H NMR and in the solid state by X-ray crystallography.
authors.affiliation: Université de Bordeaux, CBMN (UMR 5248), Institut Européen de Chimie Biologie , 2 rue Escarpit, 33600 Pessac, France.
authors.forename: Laure
authors.initials: L
authors.lastname: Sebaoun
authors.forename: Brice
authors.initials: B
authors.lastname: Kauffmann
authors.forename: Thomas
authors.initials: T
authors.lastname: Delclos
authors.forename: Victor
authors.initials: V
authors.lastname: Maurizot
authors.forename: Ivan
authors.initials: I
authors.lastname: Huc
mesh_terms: D000577:Amides / Q000737:chemistry*; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D060327:Solid-Phase Synthesis Techniques; D012996:Solutions
chemical_list: D000577:Amides; D012996:Solutions