title: Supramolecular naphthalenediimide nanotubes.
abstract: Amino acid functionalized naphthalenediimides (NDIs) when dissolved in chloroform form a dynamic combinatorial library (DCL) in which the NDI building blocks are connected through reversible hydrogen bonds forming a versatile new supramolecular assembly in solution with intriguing host-guest properties. In chlorinated solvents the NDIs form supramolecular nanotubes which complex C(60), ion-pairs, and extended aromatic molecules. In the presence of C(70) a new hexameric receptor is formed at the expense of the nanotube; the equilibrium nanotube - hexameric receptor can be influenced by acid-base reactions. Achiral NDIs are incorporated in nanotubes formed by either dichiral or monochiral NDIs experiencing the "sergeants-and-soldiers" effect.
authors.affiliation: Department of Chemistry, University of Cambridge, Cambridge, UK.
authors.forename: Nandhini
authors.initials: N
authors.lastname: Ponnuswamy
authors.forename: Artur R
authors.initials: AR
authors.lastname: Stefankiewicz
authors.forename: Jeremy K M
authors.initials: JK
authors.lastname: Sanders
authors.forename: G Dan
authors.initials: GD
authors.lastname: Pantoş
mesh_terms: D002942:Circular Dichroism; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D007094:Imides / Q000138:chemical synthesis* / Q000737:chemistry; D043942:Nanotubes / Q000737:chemistry*; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry
chemical_list: D007094:Imides; D009281:Naphthalenes; D011084:Polycyclic Aromatic Hydrocarbons; C542131:naphthalenediimide