title: Supramolecular chemistry of monochiral naphthalenediimides.
abstract: Three new N-desymmetrised naphthalenediimides (NDIs) are described, each containing one chiral and one achiral centre. The ability of such 'monochiral' NDIs to self-assemble into hydrogen-bonded helical nanotubes, to act as a sergeant in a 'sergeants-and-soldiers' system and to form a hexameric receptor for C(70) was examined. Small differences at the achiral centre were found to have significant effects on the supramolecular properties of the NDI. All three new NDIs form nanotubes that bind C(60), but with different efficiencies, and one is a better sergeant than any of the dichiral NDIs investigated to date.
authors.affiliation: University Chemical Laboratory, University of Cambridge, Lensfield Rd., Cambridge, UK CB2 1EW.
authors.forename: Tom W
authors.initials: TW
authors.lastname: Anderson
authors.forename: G Dan
authors.initials: GD
authors.lastname: Pantoş
authors.forename: Jeremy K M
authors.initials: JK
authors.lastname: Sanders
mesh_terms: D007094:Imides / Q000138:chemical synthesis / Q000737:chemistry*; D046911:Macromolecular Substances / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007094:Imides; D046911:Macromolecular Substances; D009281:Naphthalenes; C542131:naphthalenediimide