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Insight into phosphine effects on the homogeneous hydrogenation of avermectins to ivermectin catalyzed by in-situ formed rhodium complexes

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Abstract

A kinetic study of the homogeneous catalytic hydrogenation of avermectins is reported for a series of isosteric p-substituted arylphosphines as ligands. The activity of the rhodium complexes formed in situ from [RhCl(COD)]2 increased with increasing the electron-donor capacity of the P(p-XC6H4)3: P(p-ClC6H4)3 < P(C6H5)3 < P(p-CH3C6H4)3 < P(p-OCH3C6H4)3. As expected, this trend was also observed when using preformed complexes thereof. Linear correlations based on Hammett and Kabachnik treatments are provided as useful tools to guide the exploration work towards improved [RhCl(COD)]2/P(p-XC6H4)3 catalytic systems.

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Authors and Affiliations

  1. Instituto de Desarrollo Tecnológico para la Industria Química, INTEC (CONICET, U.N.L.), Güemes 3450, 3000, Santa Fe, Argentina

    Patricia D. Zgolicz, María I. Cabrera & Ricardo J. Grau

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  1. Patricia D. Zgolicz
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  2. María I. Cabrera
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  3. Ricardo J. Grau
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Correspondence to Ricardo J. Grau.

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Zgolicz, P.D., Cabrera, M.I. & Grau, R.J. Insight into phosphine effects on the homogeneous hydrogenation of avermectins to ivermectin catalyzed by in-situ formed rhodium complexes. React Kinet Catal Lett 93, 165–173 (2008). https://doi.org/10.1007/s11144-008-5256-z

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  • DOI: https://doi.org/10.1007/s11144-008-5256-z

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