Compounds of L(+)-ascorbic acid with dimethylthallium(III), dimethyltin(IV), and dibutyltin(IV): Synthesis, solid-state spectroscopy (CP/MAS 13C NMR and IR), and multi-NMR behavior in aqueous solution

Abstract

Reaction of L(+)-ascorbic acid (H 2Asc) with TlMe 2OOCCH 3, SnMe 2O, and SnBu 2Cl 2 (in this last case, in the presence of Et 3N) afforded [ TlMe 2( HAsc)]· 1 2 C 3 H 8 O, [ SnMe 2( Asc)] , and [SnBu 2(Asc)], respectively. The new compounds were studied in the solid state by CP/MAS 13C NMR and IR spectroscopy, and in aqueous solution by 1H, 13C, 205Tl, and 119Sn NMR spectroscopy. The thallium compound behaves as a salt. In the tin derivatives, the metal appears to interact with the (Asc) 2− anion through the O(1), O(2), and O(3) atoms of the lactone ring. Other possible weak interactions of the tin complexes in the solid state are also discussed.