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Addition of boranes to (E)-(η5-C5H5)2Zr(CH=CHPh)Cl

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Central European Journal of Chemistry

Abstract

In this study, the addition of boranes to (E)-(η5-C5H5)2Zr(CH=CHPh)Cl (3) has been examined in order to investigate the regioselectivity of these ‘hydroboration’ reactions. We have found that these additions proceed with remarkable selectivity to give exclusive formation of a saturated organic molecule where one carbon atom has both the boron and the zirconium fragments. These reactions do not proceed via a conventional hydroboration reaction, but instead go through an initial transmetalation step to generate (E)-(η5-C5H5)2Zr(H)Cl (1) and the corresponding alkenyl boron intermediate, whereupon subsequent hydrozirconation of this latter species gives the geminal products. An x-ray diffraction study has been conducted on gem-(η5-C5H5)2Zr(CH(Bpin)CH2Ph)Cl (pin = 1, 2-O2C2Me4) (2). Crystals of 2 were orthorhombic with a = 18.545(3) Å, b = 15.713(3) Å, c = 16.157(3) Å in the space group Pccn. An x-ray diffraction study has also been conducted on the trinuclear zirconium oxide species (η5-C5H5)2ZrO2[ZrCl(η5-C5H5)2]2 (4). Crystals of 4 were orthorhombic with a = 13.6000(8) Å, b = 14.2252(8) Å, c = 17.6500(10) Å in the space group P2(1)2(1)2(1).

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Authors and Affiliations

  1. Department of Chemistry, Centre for Research on the Properties of Interfaces and Catalysis (CERPIC), University of Laval, Québec City, Québec, G1V 0A6, Canada

    Patrick Ferland & Frédéric-Georges Fontaine

  2. Department of Chemistry and Biochemistry, Mount Allison University, Sackville, New Brunswick, E4L 1G8, Canada

    Kathleen E. Prosser, Jeremy L. Bourque, Ian C. Edwards, Nathan S. Hamilton, Lori E. Joyce, Mathew C. Finniss, Scott R. Yorke, Christopher M. Vogels & Stephen A. Westcott

  3. Department of Chemistry, University of New Brunswick, Fredericton, New Brunswick, E3B 5A3, Canada

    Andreas Decken

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  1. Patrick Ferland
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  2. Kathleen E. Prosser
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  3. Jeremy L. Bourque
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  4. Ian C. Edwards
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  10. Frédéric-Georges Fontaine
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  11. Andreas Decken
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  12. Stephen A. Westcott
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Correspondence to Stephen A. Westcott.

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Ferland, P., Prosser, K.E., Bourque, J.L. et al. Addition of boranes to (E)-(η5-C5H5)2Zr(CH=CHPh)Cl. cent.eur.j.chem. 11, 811–816 (2013). https://doi.org/10.2478/s11532-013-0216-5

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  • DOI: https://doi.org/10.2478/s11532-013-0216-5

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