Conclusions
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1.
Some barene alcohols were synthesized by the reaction of the lithium derivatives of the barenes with aliphatic, aromatic and heterocyclic aldehydes.
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2.
The sodium derivatives of the barenes react with paraformaldehyde in liquid ammonia to give the corresponding primary alcohols in high yield.
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3.
The secondary barene alcohols are cleaved under the influence of sodium amide in liquid ammonia to the corresponding barene and aldehyde.
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Literature cited
T. L. Heying, J. W. Ager, Jr., S. L. Clark, R. P. Alexander, S. Papetti, J. A. Reid, and S. I. Trotz, Inorgan. Chem.2, 1097 (1963).
L. I. Zakharkin, Izv. AN SSSR, Ser. khim.,1965, 158; Tetrahedron Letters1964, 2255.
L. I. Zakharkin, Dokl. AN SSSR162, 817 (1965).
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Zakharkin, L.I., Kazantsev, A.V. Synthesis of barene alcohols and cleavage of the C-C bond in them under the influence of sodium amide. Russ Chem Bull 15, 541–543 (1966). https://doi.org/10.1007/BF00846127
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DOI: https://doi.org/10.1007/BF00846127