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Reaction of 1,1,1,3-tetrachloropropane with 1-hexene, initiated by Fe(CO)5, Mo(CO)6, and Mn2(CO)10

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    In the addition of gem-trichloroalkanes to α-olefins in isopropanol initiated by Fe(CO)5, Mo(CO)6, and Mn2(CO)10, the most effective was Fe(CO)5. Mo(CO)6 and Mn2(CO)10 gave lower yields of adducts.

  2. 2.

    The nature of the metal carbonyl influences the ratio of the products of cleavage of chlorine and hydrogen atoms by the radical-adduct ClCH2CH2CCl2CH2CHC4H9.

  3. 3.

    Fe(CO)5 and Mo(CO)6 are inactive in the reaction of gem-trichloroalkanes with α-olefins in the absence of the cocatalyst isopropanol, whereas Mn2(CO)10 also initiates this reaction without a cocatalyst.

  4. 4.

    1-Hexene retards the reduction of 1,1,1,3-tetrachloropropane by isopropanol when the reaction is initiated by Mn2(CO)10.

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Literature cited

  1. N. A. Rybakova, E. Ts. Chukovskaya, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 2618 (1979).

  2. A. B. Terent'ev, M. A. Moskalenko, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 1406 (1980); 637 (1981).

  3. E. Ts. Chukovskaya, N. A. Kuz'mina, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 2343 (1970).

  4. F. K. Velichko and L. V. Vinogradova, Izv. Akad. Nauk SSSR, Ser. Khim., 1628 (1970).

  5. Organic Synthesis via Metal Carbonyls, Vol. 2, Wiley-Interscience, New York (1977). p. 545.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1345–1349, June, 1982.

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Chukovskaya, E.T., Kuz'mina, N.A., Rozhkova, M.A. et al. Reaction of 1,1,1,3-tetrachloropropane with 1-hexene, initiated by Fe(CO)5, Mo(CO)6, and Mn2(CO)10 . Russ Chem Bull 31, 1198–1202 (1982). https://doi.org/10.1007/BF00955978

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  • DOI: https://doi.org/10.1007/BF00955978

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