Abstract
The reactions of 3,4-dichloro-5-methoxyfuran-2(5H)-one with 1,2-ethylenebis(diphenylphosphine) and 4,5-bis(diphenylphosphinyl)-2-phenylpyridazin-3(2H)-one involve substitution of both chlorine atoms with σ3-P atoms to form unstable diphosphonium bicyclic salts which in the course of the reaction undergo an unusual fragmentation to give finally mono- and tricyclic diphosphoniacyclohexane structures.
Similar content being viewed by others
REFERENCES
Polezhaeva, N.A., Loginova, I.V., Ovechkina, E.V., Galkin, V.I., Sahibullina, V.G., and Cherkasov, R.A., Zh. Obshch. Khim., 1996, vol. 66, no. 6, pp. 927-929.
Polezhaeva, N.A., Loginova, I.V., Ovechkina, E.V., Galkin, V.I., Sahibullina, V.G., Cherkasov, R.A., Gubaidullin, A.T., Litvinov, I.A., and Naumov, V.A., Zh. Obshch. Khim., 2000, vol. 70, no. 5, pp. 754-758.
Tyryshkin, N.I., Polezhaeva, N.A., Prosvirkin, A.V., Sahibullina, V.G., and Chmutova, G.A., Zh. Obshch. Khim., 1997, vol. 67, no. 10, pp. 1651-1653.
Hanzen, K.C., Wright, C.H., Aguilar, A.M., Morrew, C.J., Turkel, R.M., and Bhacco, N.S., J. Org. Chem., 1970, vol. 35, no. 8, pp. 2820-2822.
Organophosphorus Compounds, Beck, P., Kosolapoff, J.M., and Maier, L., Eds., New York: Wiley, 1972, vol. 2, p. 189.
Polezhaeva, N.A., Loginova, I.V., Ovechkina, E.V., Galkin, V.I., Sahibullina, V.G., and Cherkasov, R.A., Zh. Obshch. Khim., 1997, vol. 67, no. 7, pp. 1076-1079.
Nifant'ev, E.E. and Vasyanina, L.K., Spectroskopiya YaMR 31 P (31P NMR Spectroscopy), Moscow: Prosveshchenie, 1986, p. 54.
Allen, D.W. and Hutley, B.J., J. Chem. Soc., Perkin Trans. 2, 1972, no. 1, pp. 67-70.
Marke, J., Angew. Chem., 1963, vol. 75, no. 18, pp. 859-860.
Polezhaeva, N.A., Volodina, Yu.M., Prosvirkin, A.V., Sahibullina, V.G., and Chmutova, G.A., Zh. Obshch. Khim., 2001, vol. 71, no. 3, pp. 486-489.
Cherkasov, R.A., Polezhaeva, N.A., and Galkin, V.I., Ukr. Khim. Zh., 1999, vol. 65, no. 11, pp. 21-27.
Beska, E., Rapos, P., and Winterris, P., J. Chem. Soc., 1965, no. 5, pp. 728-730.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Polezhaeva, N.A., Volodina, Y.M., Prosvirkin, A.V. et al. Reaction of 3,4-Dichloro-5-methoxyfuran-2(5H)-one with 1,2-Organylbis(diphenylphosphines). Russian Journal of General Chemistry 71, 1541–1544 (2001). https://doi.org/10.1023/A:1013982415819
Issue Date:
DOI: https://doi.org/10.1023/A:1013982415819