Investigations on diastereoisomeric tetraorganotin compounds: the use of 119Sn NMR spectroscopy for the direct determination of the diastereoisomeric composition

Abstract

The distinction of enantiomeric alkyl halides by conversion in non-associating diastereoisomeric tetraorganostannanes of the type R₂SnR′₂(R = Ph, Bu and R′= 2-octyl, 2-butyl, but-3-en-2-yl, 2-methylbutyl) using ¹¹⁹ Sn NMR spectroscopy is described. An ¹¹⁹Sn ‘inverse gated decoupling’ technique makes the direct quantitative analysis of the diastereoisomeric composition feasible. ¹³C NMR data are reported and a diastereotopic non-equivalence of the R groups in the meso-derivatives of R₂SnR′₂ is described. Achiral diorganotin dichlorides were used as derivatizing agents.