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Fluorosubstituted rhodacarboranes 3,4-(R3P)2-3-H-3,1,2-RhC2B9H11−n F n (n=1, 2, 4): Synthesis, molecular structure, and catalytic properties in hydrosilylation of styrene and phenylacetylene

  • Organic Chemistry
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Abstract

Hydridorhodacarboranes 3,3-(Ph2RP)2-3-H-3,1,2-RhC2B9H11−n F n (R=Ph, Me;n=1, 2, 4) containing F atoms at the B atoms of the π-carborane ligand were synthesized from (Ph3P)3RhCl or (Ph2MeP)3RhCl andnido-7,8-C2B9H12−n F n (n=1, 2, 4) salts. Hydridorhodacarboranes 3,3-(Ph2MeP)2-3-H-3,1,2-RhC2B9H11−n F n readily exchange the H atom at the Rh atom for the Cl atom under the action of CH2Cl2 to give 3,3-(Ph2MeP)2-3-Cl-3,1,2-RhC2B9H11−n F n . The structures of the 3,3-(Ph3P)2-3-H-3,1,2-RhC2B9H7F4 and 3,3-(Ph2MeP)2-3-Cl-3,1,2-RhC2B9H9F2 complexes were determined by X-ray diffraction analysis. Catalytic properties of the rhodacarbonanes obtained in hydrosilylation of styrene and phenylacetylene by PhMe2SiH were studied.

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References

  1. Comprehensive Organomet. Chem., Eds. G. Wilkinson, F. G. A. Stone, and E. W. Abel, Oxford, 1982,2, 117.

  2. S. A. Brew and F. G. A. Stone,Adv. Organomet. Chem., 1994,35, 135.

    Article  Google Scholar 

  3. L. I. Zakharkin, D. D. Sulaimankulova, and V. A. Ol'shevskaya,Zh. Obshch. Khim., 1993,63, 188 [J. Gen. Chem., 1993,63 (Engl. Transl.)].

    CAS  Google Scholar 

  4. V. N. Lebedev, E. V. Balagurova, and L. J. Zakharkin,Izv. Akad. Nauk, Ser. Khim., 1995,6, 1141 [Russ. Chem. Bull., 1995,6, 1102 (Engl. Transl.)].

    Google Scholar 

  5. P. Legzdins, R. W. Mitchel, G. L. Rempell, J. D. Ruddick, and G. Wilkinson,J. Chem. Soc. A, 1970, 3322.

  6. J. A. Long, T. B. Marder, P. E. Behnken, and M. F. Hawthorne,J. Am. Chem. Soc., 1984,106, 2979.

    Article  CAS  Google Scholar 

  7. J. D. Hewes, C. B. Knobler, and M. F. Hawthorne,J. Chem. Soc. Chem. Commun., 1981, 206.

  8. R. T. Baker, M. S. Delaney, R. E. King III, C. B. Knobler, J. A. Long, T. B. Marder, T. E. Paxson, R. G. Teller, and M. F. Hawthorne,J. Am. Chem. Soc., 1984,106, 2965.

    Article  CAS  Google Scholar 

  9. G. E. Hardy, K. P. Callahan, C. E. Stouse and M. F. Hawthorne,Acta Cryst., Sec. B, 1976,32, 264.

    Article  Google Scholar 

  10. C. B. Knobler, T. B. Marder, E. A. Mizuswa, R. G. Teller, J. A. Long, P. E. Behnken, and M. F. Hawthrne,J. Am. Chem. Soc., 1984,106, 2990.

    Article  CAS  Google Scholar 

  11. V. N. Lebedev, E. V. Balagurova, A. V. Polyakov, A. I. Yanovsky, Yu. T. Struchkov, and L. I. Zakharkin,J. Organomet. Chem., 1990,385, 307.

    Article  CAS  Google Scholar 

  12. J. C. Jeffery, F. G. A. Stone, and I. Topaloglu,Polyhedron, 1993,12, 319.

    Article  CAS  Google Scholar 

  13. I. T. Chizevsky, I. V. Pisareva, E. V. Vorontsov, V. I. Bregadze, F. M. Dolgushin, A. I. Yanovski, Yu. T. Struchkov, C. B. Knobler, and M. F. Hawthorne,J. Organomet. Chem., 1997, in press.

  14. W. Robinson and G. M. Sheldrick, SHELX inCrystallographic Computing-Techniques and New Technologies, Eds. N. W. Isaacs and M. R. Taylor, Oxford University Press, Oxford, 1988, p. 366.

    Google Scholar 

  15. V. P. Yur'ev and I. M. Salimgareeva,Reaktsii gidrosililirovaniya olefinov [Reactions of Olefin Hydrosilylation]. Nauka, Moscow, 1982, p. 138 (in Russian).

    Google Scholar 

  16. J. Rejhon and J. Hetflys,Collect. Chem. Commun., 1975,40, 12, 3680.

    Google Scholar 

  17. N. A. Donskaya, N. M. Yur'eva, T. I. Voevodskaya, A. S. Sigeev, and I. P. Beletskaya,Zh. Org. Khim., 1994,30, 801 [J. Org. Chem., 1994,30 (Engl. Transl.)].

    CAS  Google Scholar 

  18. H. Watanabe, T. Kitahara, T. Motegi, and Y. Nagai,J. Organomet. Chem., 1977,139, 215.

    Article  CAS  Google Scholar 

  19. A. Onopchenko, E. T. Sabourin, and D. L. Beach,J. Org. Chem., 1983,48, 5101.

    Article  CAS  Google Scholar 

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 570–578, March, 1997.

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Lebedev, V.N., Balagurova, E.V., Dolgushin, F.M. et al. Fluorosubstituted rhodacarboranes 3,4-(R3P)2-3-H-3,1,2-RhC2B9H11−n F n (n=1, 2, 4): Synthesis, molecular structure, and catalytic properties in hydrosilylation of styrene and phenylacetylene. Russ Chem Bull 46, 550–558 (1997). https://doi.org/10.1007/BF02495414

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  • DOI: https://doi.org/10.1007/BF02495414

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