Borate esters of the methyl D-glucopyranosides.
Methyl alpha- and beta-D-glucopyranoside act as moderate chelators of a boron centre through their O-4/6 binding site whereas the trans/trans arrangement of the O-2/3/4 hydroxy functions is not suited to form a chelate with the small boron central atom. In this work we report the crystal structure of the bisdiolatoborate Na2[B(Me alpha-D-Glcp4,6H(-2))(Me alpha-D-Glcp3,4,6H(-3))].NaOH.8H2O (1) along with a combined 11B and 13C NMR spectroscopic studies of borate-pyranoside solutions at different concentrations and pH. It is shown that crystallisation of a bisdiolatoborate needs both a high pH and a high total concentration.
Benner
Klaus
K
Department of Chemistry and Biochemistry of the Ludwig Maximilian University Munich, Butenandtstr. 5-13, D-81377 Munich, Germany.
Klüfers
Peter
P
Labisch
Oliver
O
D001881:Borates / Q000138:chemical synthesis* / Q000737:chemistry*; D003460:Crystallization; D018360:Crystallography, X-Ray; D004952:Esters / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D006878:Hydroxides / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008757:Methylglucosides / Q000737:chemistry*; D014867:Water / Q000737:chemistry
D001881:Borates; D004952:Esters; D006878:Hydroxides; D008757:Methylglucosides; D014867:Water; C027020:methylglucoside; C031356:hydroxide ion