Conclusions
1,3-Dimethylenecyclobutane and 1-methyl-3-methylenecyclobutene are metallated in the presence of THF by alkyllithium compounds under mild conditions with the formation of one and the same organolithium compound of the π-pentadienyl type. Under the same conditions, 1,2-dimethylenecyclobutane adds alkyllithium compounds, to form a π-alkenyl complex.
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Literature cited
S. P. Chernykh, A. I. Rudenkov, I. V. Kalechits, et al., Khim. Promst., No. 6, 335 (1982).
S. P. Chernykh, A. M. Taber, A. I. Rudenkov, et al., Neftepererab. Neftekhim., No. 7, 48 (1981).
F. F. Caserio, S. H. Perker, R. Pissolini, and J. D. Roberts, J. Am. Chem. Soc.,80, 5507 (1958).
C. C. Wu and R. W. Lenz, J. Polym. Sci., Polym. Chem. Ed.,10, 3259 (1972).
D. Seebach and B. Graf, Angew. Chem.,80, 532 (1968).
H. Yasuda and A. Nakamura, J. Organomet. Chem.,285, 15 (1985).
R. B. Bates, D. W. Gosselink, and J. A. Kaczynski, Tetrahedron Lett., 205 (1967).
G. N. Bondarenko and A. V. Kotov, Dokl. Akad. Nauk SSSR,235, 840 (1977).
A. V. Yurkovetskii, V. L. Kofman, and K. L. Makovetskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1993 (1988).
W. H. Glaze, I. E. Hanicak, M. L. Moore, and I. Chaudhuri, J. Organomet. Chem.,44, 39 (1972).
P. D. Bartlett, A. S. Wingrove, and R. Owyang, J. Am. Chem. Soc.,90, 6067 (1968).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1996–1999, September, 1988.
The authors wish to express their gratitude to E. R. Dolinskaya and her fellow workers for recording the spectra on the Bruker HX-270 spectrometer.
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Yurkovetskii, A.V., Bondarenko, G.N., Oppengeim, V.D. et al. Reaction of allene cyclodimers with alkyllithium compounds. Russ Chem Bull 37, 1785–1788 (1988). https://doi.org/10.1007/BF00962488
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DOI: https://doi.org/10.1007/BF00962488