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Germylation reactions of acetylenic compounds

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

Conclusions

  1. 1.

    In contrast to phenylacetylene, which reacts with Et3GeLi to give predominantly the cis- and trans-β-adducts, metalation predominates when the reaction is run with phenylthioacetylene, which leads to PhSC≡CLi.

  2. 2.

    When catalyzed by Speier catalyst, the addition of Et3GeH to phenyl- and phenylthioacetylene is neither region or stereospecific. The gem and cis-adducts, 2-triethylgermyl-3-phenoxy-1-propene and 1-triethylgermyl-3-phenoxy-1-propene, are formed in the case of phenyl propargyl ether.

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Literature cited

  1. N. S. Vyazankin, E. N. Gladyshev, E. A. Arkhangel'skaya, and G. A. Razuvaev, Izv. Akad. Nauk SSSR, Ser. Khim., 2081 (1968).

  2. E. N. Gladyshev, N. S. Vyazankin, E. A. Fedorova, L. O. Yuntila, and G. A. Razuvaev, J. Organometal. Chem.,64, 307 (1974).

    Google Scholar 

  3. M. Lesbre and J. Satge, Compt. Rend.,250, 2220 (1960).

    Google Scholar 

  4. N. S. Vyazankin, G. A. Razuvaev, E. N. Gladyshev, and S. P. Korneva, J. Organometal. Chem.,7, 353 (1967).

    Google Scholar 

  5. E. J. Bulten and J. G. Noltes, J. Organometal. Chem.,29, 397 (1971).

    Google Scholar 

  6. O. A. Kruglaya, G. S. Lyashenko, A. Kh. Filippova, V. V. Keiko, I. D. Kalikhman, and N. S. Vyazankin, Izv. Akad. Nauk SSSR, Ser. Khim., 682 (1976).

  7. D. Cram, Fundamentals of Carbanion Chemistry, Academic Press, New York (1965).

    Google Scholar 

  8. L. V. Timokhina, A. S. Nakhmanovich, and A. I. Borisova, Izv. Sibirsk. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, No. 2, 109 (1973).

    Google Scholar 

  9. U. E. Matter, C. Pascual, E. Pretsch, A. Pross, W. Simon, and S. Sternhell, Tetrahedron,25, 693 (1969).

    Google Scholar 

  10. N. S. Vyazankin, G. A. Razuvaev, O. A. Kruglaya, and G. S. Semchikova, J. Organometal. Chem.,6, 474 (1966).

    Google Scholar 

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Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Branch of the Academy of Sciences of the USSR, USSR

    A. Kh. Filippova, G. S. Lyashenko, O. A. Kruglaya, V. V. Keiko, I. D. Kalikhman & N. S. Vyazankin

Authors
  1. A. Kh. Filippova
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  2. G. S. Lyashenko
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  3. O. A. Kruglaya
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  4. V. V. Keiko
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  5. I. D. Kalikhman
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  6. N. S. Vyazankin
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 660–663, March, 1977.

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Filippova, A.K., Lyashenko, G.S., Kruglaya, O.A. et al. Germylation reactions of acetylenic compounds. Russ Chem Bull 26, 596–599 (1977). https://doi.org/10.1007/BF01179475

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  • DOI: https://doi.org/10.1007/BF01179475

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