Abstract
1,2-electrophilic addition of TeCl4 to the C=C bond of allylalcohol is observed, while with allylacetate, 1,3-addition occurs, due to migration of the acetate group. The allylalcohol adduct comprises two different kinds of molecules in the solid state, Cl3Te[CH2CH(Cl)CH2OH→] and Cl2Te[CH2CH(Cl)CH2CH-], with dative Te←O and covalent Te-O bonds, five-membered ring structures and Cl-Te⋯Cl and O-H⋯O bridges linking the different molecules. In the allylacetate adduct, Cl3Te[CH2CH(CH2Cl)OC(CH3)=O→], a six-membered ring is formed via an intramolecular dative Te←O interaction, the molecules being linked via C-Cl⋯Te bridges. Multinuclear NMR spectroscopy and 1H-1H-NOESY combined with ab initio (MP2/LANL2DZP) geometry optimisation show the geometry of the ring structures in solution to be similar to those in the solid state.
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