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Mechanism of transfer of hydrogen from an alcohol to a ketone in the presence of complexes RhCl(PPh)3 and RuCl2(PPh3)3

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The hydrogen transfer rate is proportional to the concentration of tris(triphenyl-phosphine) complexes of ruthenium(II) or rhodium(I) chloride, alkanol, and ketone. High ketone concentrations retard the process.

  2. 2.

    The UV spectrum of the product of the reaction of RhCl(PPh3)3 with cyclohexanone exhibits a new absorption band and two isobestic points; this is due to formation of mono -and diketone forms of the rhodium complex.

  3. 3.

    A mechanism is proposed for the catalytic effect of the complexes, including ligand dissociation, oxidative attachment of the alcohol, and coordination of the ketone molecule with formation of an intermediate six-membered compound.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, USSR

    V. Z. Sharf, L. Kh. Freidlin & V. N. Krutii

Authors
  1. V. Z. Sharf
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  2. L. Kh. Freidlin
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  3. V. N. Krutii
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 735–739, April, 1977.

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Sharf, V.Z., Freidlin, L.K. & Krutii, V.N. Mechanism of transfer of hydrogen from an alcohol to a ketone in the presence of complexes RhCl(PPh)3 and RuCl2(PPh3)3 . Russ Chem Bull 26, 666–670 (1977). https://doi.org/10.1007/BF01108177

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  • DOI: https://doi.org/10.1007/BF01108177

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