Conclusions
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1.
2-Deutero-1,3-cycloheptadiene (I) was synthesized. Migration of the system of double bonds in (I) occurs at about 160°, which leads to the formation of an equilibrium mixture of monodeuterocycloheptadienes. Establishing the equilibrium concentrations of the monodeuterocycloheptadienes in the mixture is not accompanied by hydrogen exchange between the molecules.
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2.
The 1,5-shift of hydrogen in the 1,3-cycloheptadienes proceeds by an intramolecular mechanism.
Literature cited
V. A. Mironov and A. A. Akhrem, Izv. Akad. Nauk SSSR, Ser. Khim., 1641 (1972).
V. A. Mironov and A. A. Akhrem, Izv. Akad. Nauk SSSR, Ser. Khim., 1851 (1972).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2084–2086, September, 1972.
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Mironov, V.A., Chizhov, O.S., Kimel'fel'd, Y.M. et al. Intramolecular hydrogen 1,5-shift in monodeutero-1,3-cycloheptadienes. Russ Chem Bull 21, 2019–2021 (1972). https://doi.org/10.1007/BF00854630
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DOI: https://doi.org/10.1007/BF00854630