Conclusions
-
1.
Cyclic homo- and cooligomerization of 1,2-dimethylenecyclobutane with butadiene, isoprene, piperylene, and cyclopropylbutadienes in the presence of three-component catalysts based on nickel were studied for the first time. The conditions for the preparation of previously unknown bi- and tricyclic hydrocarbons with four-carbon rings with high yields were determined.
-
2.
1,2-Dimethylenecyclobutane retains the cyclobutane ring in conditions of homogeneous catalytic transformations and resembles the simplest 1,3-dienes with respect to the reactivity in these reactions.
Similar content being viewed by others
Literature cited
P. W. Jolly and G. Wilke, The Organic Chemistry of Nickel. Organic Synthesis, Vol. 2, Academic Press, New York (1975), p. 133.
P. W. Jolly and G. Wilke, The Organic Chemistry of Nickel. Organic Synthesis, Vol. 2, Academic Press, New York (1975), p. 153.
U. M. Dzhemilev, A. G. Kukovinets, G. A. Tolstikov, S. I. Spivak, Z. Sh. Akhmadinin, A. S. Shmelev, and F. S. D'yachkovskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1509 (1980).
E. Pretsch, T. Clerc, J. Seibl, and W. Simon, Tabellen zur Strukturaufkarüng organischer Verbindungen mit Spektroskopischen Methoden, Springer-Verlag, Berlin-Heidelberg-New York (1976), p. 220.
U. M. Dzhemilev, R. I. Khusnutdinov, V. A. Dokichev, S. I. Loinakina, L. M. Khalilov, G. A. Tolstikov, and O. M. Nefedov, Izv. Akad. Nauk SSSR, Ser. Khim., 2071 (1981).
U. M. Dzhemilev, R. I. Khusnutdinov, V. A. Dokichev, G. A. Tolstikov, and O. M. Nefedov, Izv. Akad. Nauk SSSR, Ser. Khim., 2634 (1979).
U. M. Dzhemilev, G. E. Ivanov, and G. A. Tolstikov, Zh. Org. Khim.,11, 1636 (1975).
J. Beger, H. Füllbier, and W. Gaube, J. Pract. Chem.,316, 173 (1974).
U. M. Dzhemilev, G. E. Ivanov, and G. A. Tolstikov, Neftekhimiya,6, 819 (1975).
Ya. M. Slobodin and A. P. Khitrov, Zh. Obshch. Khim.,9, 2819 (1963).
A. P. Golovchanskaya, Zh. Obshch. Khim.,11, 608 (1941).
M. Hanack and H. Eggensperger, Liebigs. Ann. Chem.,31, 663 (1963).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2294–2299, October, 1984.
Rights and permissions
About this article
Cite this article
Dzhemilev, U.M., Khusnutdinov, R.I., Shchadneva, N.A. et al. Cyclic homo- and codimerization of 1,2-dimethylenecyclobutane with 1,3-dienes catalyzed by nickel complexes. Russ Chem Bull 33, 2094–2099 (1984). https://doi.org/10.1007/BF00954089
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00954089