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Reactions of saccharides catalyzed by molybdate ions. 41. NMR-spectra of 2-ketoses in molybdate complexes

M. Matulová and V. Bílik

Institute of Chemistry, Centre for Chemical Research, Slovak Academy of Sciences, CS-84238 Bratislava

 

Abstract: It was proved by means of NMR spectroscopy that D-treo-2-pentulose, D-psicose, D-fructose, L-sorbose, D-tagatose, D-manno-2-heptulose, and D-glyco-2-heptulose form with ammonium molybdate in aqueous solutions molybdate complexes in cyclic structures involving hydroxyl groups bound to the carbon atoms C-l, C-2, and C-3. Together with this type of the complex involving the pyranoid structure, D-tagatose and D-manno-2-heptulose produce complexes involving hydroxyl groups attached to the carbons C-2, C-3, and C-4, while D-psicose forms a complex involving hydroxyl groups at C-3, C-4, and C-5. In the case of L-sorbose and D-fruc­tose along with the tridentate molybdate complex with pyranoid structure, formation of acyclic tetradentate molybdate complex was observed involv­ing the hydroxyl groups bound to the carbon atoms C-3, C-4, C-5, and C-6.

Full paper in Portable Document Format: 441a97.pdf

 

Chemical Papers 44 (1) 97–103 (1990)

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