Conclusions
-
1.
Catalytic dimerization of spiro[2.4]hepta-4,6-diene (I) into dispirocyclopropan-5,1'-endotricyclo [5.2.1.02,6]deca-3,8-dien-10,1″-cyclopropane (II) was carried out.
-
2.
It was established that [Rh(CO)2Cl]2 catalyzes transformation of dispirocyclopropan-6,1'-pentacyclo [5.3.0.02,5.03,9.04,8]-decan-10,1″-cyclopropane (XI) into the dimer spiro[2.4]hepta-4,6-diene (II).
-
3.
Upon reduction of dispirocyclopropan-6,l'-pentacyclo[5.3.0.02,5.03,9.04.8]decan-< 10,1″-cyclopropane in the presence of PtO2 1,1,3,3-tetramethyl-1,3-bishomocubane is formed.
-
4.
The possibility of synthesizing adamantane, diamantane, and their derivatives by skeletal isomerization of hydrocarbons obtained from spiro[2.4]hepta-4,6-diene has been shown.
Similar content being viewed by others
Literature cited
R. C. Fort and P. R. Schleyer, Chem. Rev.,64, 277 (1964).
M. A. McKervey, Chem. Soc. Rev.,3, 479 (1974).
T. Courtney, D. E. Johnston, M. A. McKervey, and J. J. Rooney, J. Chem. Soc. Perkin Trans., No. 1, 2691 (1972).
T. M. Gund, E. Osawa, V. Z. Williams, P. R. Schleyer, J. Org. Chem.,39, 2979 (1974).
R. Hamilton, M. A. McKervey, J. J. Rooney, and J. F. Malone, J. Chem. Soc. Chem, Communs., 1027 (1976).
F. S. Hollowood, M. A. McKervey, R. Hamilton, and J. J. Rooney, J. Org. Chem.,45, 4954 (1980).
Z. Kafka, L. Vodicka, and V. Galik, Collect. Czech. Chem. Communs., 286 (1982).
K. Alder, H. J. Ache, and F. H. Flock, Chem. Ber.,93, 1886 (1960).
D. Bosse, and A. de Mejere, Angew, Chem.,86, 706 (1974).
A. I. D'yachenko, L. G. Menchikov, and O. M. Nefedov, Izv. Akad. Nauk SSSR, Ser. Khim., 1664 (1984).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2152–2155, September, 1988.
Rights and permissions
About this article
Cite this article
Khusnutdinov, R.I., Dokichev, V.A., Galeev, D.K. et al. New hydrocarbons in the synthesis of adamantanoids. Russ Chem Bull 37, 1932–1935 (1988). https://doi.org/10.1007/BF00962518
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00962518