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Dalton Transactions

The international journal for inorganic, organometallic and bioinorganic chemistry



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Dalton Trans., 2007, 1440 - 1446, DOI: 10.1039/b616330k

Solution structure of R2Sn(IV)--N-acetyl-neuraminate (R = Me, Bu) complexes in D2O and DMSO-d6: Experimental NMR and DFT computational study

Nuccio Bertazzi, Girolamo Casella, Francesco Ferrante, Lorenzo Pellerito, Archimede Rotondo and Enrico Rotondo

Two diorganotin(IV)–NANA complexes (NANA ( 1) = -N-acetyl-Neuraminic Acid = 5-amino-3,5-dideoxy-D-glycero--D-galactononulosic acid) with formula Me2Sn(IV)NANA ( 2) and Bu2Sn(IV)NANA ( 3) were synthesized and characterized by 1H, 13C and 119Sn NMR spectroscopy, both in D2O and DMSO-d6 solutions. The experimental data in DMSO suggested the monosaccharide bidentate chelation via O1 carboxylate and vicinal O2 alkoxide atoms, which, in D2O, can be dynamically extended to a third binding site (O8 atom) of the pendant chain. Coordination at the tin atom is discussed on the basis of experimental NMR data and DFT calculation.

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