4176-56-1Relevant articles and documents
Toward carbohydrate derivatives with a markedly acidic centre: Structures and reactions of selenium(IV) diolates
Kluefers, Peter,Reichvilser, Moritz M.
, p. 384 - 396 (2008)
Cyclic selenites, of the general formula (DiolH-2)SeO, derived from the diols ethane-1,2-diol, propane-1,2-diol, cis-cyclopentane-1,2-diol, cis-cyclohexane-1,2-diol, trans-cyclohexane-1,2-diol, 1,1′-bicyclopentyl- 1,1′-diol, 1,1′-bicyclohexyl-1,1′-diol, propane-1,3-diol, 2,2-dimethylpropane-1,3-diol, 1,1-bis(hydroxymethyl)cyclopropane, 1,1-bis(hydroxymethyl)cyclopentane, 1,4-anhydroerythritol and the methyl glycosides of β-D-ribofuranose, β-D-ribopyranose, α-D- mannopyranose, β-D-xylopyranose have been prepared and characterised by multinuclear NMR spectroscopy and single-crystal X-ray diffraction. Even with the polyfunctional sugar derivatives, oxidation of substrates did not occur. It has been demonstrated that the title compounds are hydrolytically stable at low pH values. Experimental NMR spectroscopy and structural data are consistent with results of density functional calculations and bonding has been analysed by means of natural bond orbital (NBO) theory. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.