Skip to main content
SpringerLink
Log in

Synthesis of New Phosphines and P-Heterocycles from Phosphonates Containing Allyl Group

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

Addition of phenylphosphine to allylphosphonate followed by reduction of the resulting diphosphonate gives a new branched phosphine, bis(3-phosphinopropyl)phenylphosphine. Its reaction with paraform and p-toluidine yields oligomeric 3-[3-(propylenophenylphosphino)propyl]-1,5-di-p-tolyl-1,5,3,7-diazadiphosphacyclooctane. Diethyl (5-allyl-2-ethoxybenzyl)phosphonate was obtained. Its reduction gives unsaturated (5-allyl-2-ethoxybenzyl)phosphine. This product adds two moles of formaldehyde to give bis(hydroxymethyl)(5-allyl-2-ethoxybenzyl)phosphine. The reaction of this compound with p-toluidine yielded, depending on the conditions, the corresponding bis(aminomethyl)phosphine, 1,3,5-diazaphosphorinane, and 1,5,3,7-diazadiphosphacyclooctane, and also their derivatives containing allyl substituents.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. Miedaner, A., Curtis, C.J., Barkley, R.M., and Dubois, D.L., Inorg. Chem., 1994, vol. 33, no. 24, p. 5482.

    Google Scholar 

  2. Musina, E.I., Kuznetsov, R.M., Nikonov, G.N., Balueva, A.S., and Gubanov, E.F., Zh. Obshch. Khim., 1999, vol. 69, no. 6, p. 928.

    Google Scholar 

  3. Arbuzov, B.A., Erastov, O.A., Nikonov, G.N., Arshinova, R.P., Romanova, I.P., and Kadyrov, R.A., Izv. Akad. Nauk SSSR, Ser. Khim., 1983, no. 8, p. 1846.

  4. Arbuzov, B.A. and Nikonov, G.N., Adv. Heterocyclic Chem., 1994, vol. 61, no. 1, p. 59.

    Google Scholar 

  5. Arbuzov, B.A., Erastov, O.A., and Nikonov, G.N., Izv. Akad. Nauk SSSR, Ser. Khim., 1979, no. 12, p. 2771.

  6. Arbuzov, B.A., Erastov, O.A., Nikonov, G.N., Zyablikova, T.A., Arshinova, R.P., and Kadyrov, R.A., Izv. Akad. Nauk SSSR, Ser. Khim., 1986, no. 7, p. 1571.

  7. Arbuzov, B.A., Erastov, O.A., Nikonov, G.N., Arshinova, R.P., and Kadyrov, R.A., Izv. Akad. Nauk SSSR, Ser. Khim., 1980, no. 3, p. 721.

  8. JPN Patent 56-6406, 1981, Ref. Zh. Khim., 1982, 5N105P.

Download references

Author information

Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Tatarstan, Russia

    F. Z. Baimukhametov, V. F. Zheltukhin, G. N. Nikonov & A. S. Balueva

Authors
  1. F. Z. Baimukhametov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. F. Zheltukhin
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. G. N. Nikonov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. S. Balueva
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Baimukhametov, F.Z., Zheltukhin, V.F., Nikonov, G.N. et al. Synthesis of New Phosphines and P-Heterocycles from Phosphonates Containing Allyl Group. Russian Journal of General Chemistry 72, 1754–1759 (2002). https://doi.org/10.1023/A:1023345313956

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1023345313956

Keywords

Search

Navigation