title: Chiral recognition and kinetic resolution of aromatic amines via supramolecular chiral nanocapsules in nonpolar solvents.
abstract: Herein we report the first example of chiral recognition and kinetic resolution of aromatic amine guests using supramolecular nanocapsules assembled from cyclodextrin derivatives in nonpolar media. With these nanocapsules, an extremely high chiral recognition of 1-(1-naphthyl)ethylamine (1) in cyclohexane was achieved, with a binding selectivity of up to 41 for (S)-1 over (R)-1. In addition, kinetic resolution of 1 through enantioselective N-acylation was accomplished with an enantiomeric excess of up to 91%.
authors: Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamada-oka, Suita, Osaka 565-0871, Japan.
authors: Toshiyuki
authors: T
authors: Kida
authors: Takuya
authors: T
authors: Iwamoto
authors: Haruyasu
authors: H
authors: Asahara
authors: Tomoaki
authors: T
authors: Hinoue
authors: Mitsuru
authors: M
authors: Akashi
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D003505:Cyclodextrins / Q000737:chemistry*; D007700:Kinetics; D046911:Macromolecular Substances / Q000138:chemical synthesis / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D053769:Nanocapsules / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry
chemical_list: D000588:Amines; D003505:Cyclodextrins; D046911:Macromolecular Substances; D053769:Nanocapsules; D012997:Solvents