title: Novel chiral molecular tweezer from (+)-usnic acid.
abstract: A new chiral molecular tweezer was synthesized with (1R,2R)-1,2-diaminocyclohexane as spacer and two molecules of (+)-usnic acid as pincers. The ability of this molecular tweezer to bind 2,4,7-trinitrofluorenone was studied. A charge-transfer complex was formed in which TNF was sandwiched between the two usnic acid units with pi-pi-stacked aromatic interactions.
authors.affiliation: EA Substances Lichéniques et Photoprotection, Faculté des Sciences Biologiques et Pharmaceutiques, Université de Rennes 1, 2 avenue du Professeur Léon Bernard, F-35043 Rennes Cedex, France.
authors.forename: Béatrice
authors.initials: B
authors.lastname: Legouin
authors.forename: Philippe
authors.initials: P
authors.lastname: Uriac
authors.forename: Sophie
authors.initials: S
authors.lastname: Tomasi
authors.forename: Loïc
authors.initials: L
authors.lastname: Toupet
authors.forename: Arnaud
authors.initials: A
authors.lastname: Bondon
authors.forename: Pierre
authors.initials: P
authors.lastname: van de Weghe
mesh_terms: D001572:Benzofurans / Q000737:chemistry*; D001665:Binding Sites; D018360:Crystallography, X-Ray; D003510:Cyclohexanes / Q000737:chemistry; D005449:Fluorenes / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001572:Benzofurans; D003510:Cyclohexanes; D005449:Fluorenes; D006576:Heterocyclic Compounds, 4 or More Rings; C073339:usnic acid; C005644:2,4,7-trinitrofluorenone