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New Schiff base complexes of ruthenium(III) and their use as catalysts for O-allyl systems isomerization

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Abstract

Seven new ruthenium(III) complexes of the general formula [RuCl(PPh3)LL′] · xH2O (LL′ = [ONNO] = symmetrical and unsymmetrical Schiff base derivatives of trans-1,2-diaminocyclohexane and 2-hydroxynaphthaldehyde as well as R-salicylaldehydes, x = 0–3) have been synthesized. The complexes were characterized by physico-chemical and spectroscopic techniques. The catalytic activities of the complexes in the isomerization reaction of selected O-allyl systems, i.e., 1,4-diallyloxybutane and 4-allyloxybutan-1-ol have been studied. Some of the complexes showed high efficiency and E-stereoselectivity in double bond migration of allyl group to 1-propenyl group and high selectivity of isomerization of allyloxyalcohol to cyclic acetal.

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Acknowledgments

The authors wish to thank Mrs. PhD. Elzbieta Tomaszewicz for TG measurements.

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Authors and Affiliations

  1. Institute of Organic Chemical Technology, Szczecin University of Technology, Pułaski St. 10, 70-322, Szczecin, Poland

    Magdalena Szypa & Magdalena Urbala

  2. Institute of Chemistry and Environmental Protection, Szczecin University of Technology, Al. Piastow St. 42, 71-065, Szczecin, Poland

    Zbigniew Rozwadowski & Teresa Dziembowska

Authors
  1. Magdalena Szypa
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  2. Magdalena Urbala
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  3. Zbigniew Rozwadowski
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  4. Teresa Dziembowska
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Correspondence to Magdalena Szypa.

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Szypa, M., Urbala, M., Rozwadowski, Z. et al. New Schiff base complexes of ruthenium(III) and their use as catalysts for O-allyl systems isomerization. Transition Met Chem 33, 855–860 (2008). https://doi.org/10.1007/s11243-008-9122-7

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