Abstract

Abstract The isomerization of allylic alcohols to carbonyl compounds catalysed by water soluble transition metal complexes of Rh, Ru and Pd in a water/n-heptane biphasic system is reported. The substrates investigated are secondary or primary alcohols bearing the C C bond in the terminal or inner position. Conversions into carbonyl compounds were quantitative except for geraniol (44 % yield in citronelal). Activities up to 2 500 h−1 and turnover numbers of more than 2 600 are reported. The differences in the observed reactivity within a family of C4–C8 homologous allylic alcohols is only related to thermodynamic parameters such as the solubility and L/L partition dictated by the hydrocarbon chain and not by their intrinsic reactivity. © 2000 Academie des sciences / Editions scientifiques et medicales Elsevier SAS

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