Conclusions
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1.
It has been shown by means of the semiempirical MINDO/2 method that in the addition of an isolated proton to methyl vinyl ether, it is possible to form species protonated through the 0 atom, in which the proton is not fixed by the 2p-unshared pair, but by a hybridized orbital close to sp2, lying in the Cβ-Cα-0 plane.
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2.
For the form protonated through the Cβ, we have established the formation of a structure that can be regarded as a complex of
and H2.
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Literature cited
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 982–986, May, 1983.
The authors wish to thank Yu. L. Frolov for discussion and advice.
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Zacheslavskaya, R.K., Rappoport, L.Y., Petrov, G.N. et al. Protonated forms of vinyl ethers. Russ Chem Bull 32, 886–889 (1983). https://doi.org/10.1007/BF00956132
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DOI: https://doi.org/10.1007/BF00956132