Skip to main content
Log in

Catalytic synthesis and transformations of magnesacycloalkanes

3. Cyclomagnesation of norbornenes catalyzed by Cp2ZrCl2

  • Organometallic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

Catalytic cyclometallation of bicyclo[2.2.1]hept-2-ene, spirocyclo[2.2.1]hept-2-ene-7.1'-cyclopropane andendo-tricyclo[5.2.1.02,6]deca-3,8-diene (dicyclopentadiene) with R2Mg (R =n-Pr,n-Bu) leading to the formation of polycyclic magnesacyclopentanes (MC) has been studied. The yield of MC and the selectivity of the reaction have been shown to depend on the ratio of starting reagents, the solvent, and temperature. The most probable scheme of the transformation studied is proposed.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. U.M.Dzhemilev, R.M.Sultanov, R.G.Gaimaldinov, R.R.Muslukhov, S.I.Lomakina, and G.A.Tolstikov,Izv.Akad.Nauk. Ser.Khim., 1992, 980 [Bull.Acad.Sci.Div.Chem.Sci., 1992,41, 770].

  2. U.M.Dzhemilev, O.S.Vostrikova, and R.M.Sultanov,Izv. Akad.Nauk SSSR. Ser.Khim., 1985, 1430 [Bull.Acad.Sci.USSR. Div.Chem.Sci., 1985,34, 1310].

  3. J.K.Whitesell and M.A.Minton,Stereochemical Analysis of Alicyclic Compounds by 13CNMR Spectroscopy, London, New-York, 1987, p.55.

  4. U.M.Dzhemilev, A.G.Ibragimov, A.P.Zolotarev, R.R.Mus- lukhov, and G.A.Tolstikov,Izv.Akad.Nauk SSSR, Ser.Khim., 1989, 207 [Bull.Acad.Sci.USSR.Div.Chem.Sci., 1989,38, 194].

  5. E.Negishi, D.R.Swanson, and T.Takahashi,J.Chem.Soc. Chem.Commun., 1990, 1254.

  6. T.Takahashi, Y.Nitto, S.Takahashi, M.Saburi, E.Negishi,Chem.Lett., 1990, 2259.

  7. A.S.Onishchenko,Dienovyi Sintez (Diels-Alder Synthesis), Acad.Sci.USSR Publishers, Moscow, 1963.

    Google Scholar 

  8. K.Alder, H.J.Ache, and F.H.Flock,Chem.Ber., 1960,93, 1888.

    Google Scholar 

  9. W.Strohmeir and F.Seifert,Chem.Ber., 1961,94, 2356.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 1, pp. 165–169, January, 1993.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Dzhemilev, U.M., Sultanov, R.M. & Gaimaldinov, R.G. Catalytic synthesis and transformations of magnesacycloalkanes. Russ Chem Bull 42, 149–153 (1993). https://doi.org/10.1007/BF00699998

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00699998

Key words

Navigation