title: Boronic acid mono- and diesters of the aldopentoses.
abstract: The four aldopentoses ribose, arabinose, xylose, and lyxose were evaluated to test their suitability as linear linkers for the formation of intrinsically chiral covalent organic boronic ester networks. Based on X-ray crystal structures of the reaction products with phenylboronic acid, arabinose and xylose formed boronic acid diesters. Lyxose and ribose formed monoesters under the conditions employed. NMR shielding constants were calculated by DFT methods. The results are highly correlated with the experimentally observed NMR shift values.
authors.affiliation: Ludwig-Maximilians-Universität, Department Chemie und Biochemie, München, Germany.
authors.forename: Moritz M
authors.initials: MM
authors.lastname: Reichvilser
authors.forename: Christoph
authors.initials: C
authors.lastname: Heinzl
authors.forename: Peter
authors.initials: P
authors.lastname: Klüfers
mesh_terms: D000465:Algorithms; D001089:Arabinose / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D010429:Pentoses / Q000737:chemistry*; D014961:X-Ray Diffraction; D014994:Xylose / Q000737:chemistry
chemical_list: D001897:Boronic Acids; D004952:Esters; D010429:Pentoses; D014994:Xylose; D001089:Arabinose; C010686:benzeneboronic acid