A polarimetric, circular dichroism and 11B nuclear magnetic resonance study of the reaction of the tetrahydroxyborate ion with two chiral 1,3-diols
Abstract
The reactions of the chiral diols L-(+)-threo-2-amino-1-phenylpropane-1, 3-diol and D-(–)-threo-2-amino-1-(4-nitrophenyl)propane-1,3-diol with the tetrahydroxyborate ion, B(OH)–4, have been studied by polarimetry, circular dichroism and 11B n.m.r. The results show quite clearly that 1,3-diols can react with the B(OH)–4 ion. The equilibrium constants for the reactions derived from the polarimetric and n.m.r. studies are in quite good agreement and show that the substituted 1,3-diols react slightly more readily than propane-1,3-diol itself.