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Infrared study of intramolecular hydrogen bonds in methyl mono- and di-O-substituted β-d-xylopyranosides

✍ Scribed by Marta Kačuráková; Eva Petráková; Ján Hirsch; Anna Ebringerová

Publisher
Elsevier Science
Year
1994
Tongue
English
Weight
525 KB
Volume
7
Category
Article
ISSN
0924-2031

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✦ Synopsis

The strength of the intramolecular hydrogen bonds of the methyl mono-and di-0-methyl-#Lo-xylopyranosides, methyl mono-and di-O-benzyl-/3-o-xylopyranosides, benzyl di-0-benzyl-/3-o-xylopyranosides, and mono-and di-Oacetyl-J?-o-xylopyranosides was measured in terms of the frequency of the hydroxyl stretching vibration. The spectral data of the compounds measured in a carbon tetrachloride solution indicated the existence of intramolecular hydrogen bonds and conformational equilibria of the pyranoid ring in 4C1 and 'C, chair forms resulting from the hydrogen bond properties, and position, number and steric effects of the substituents.

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