Conclusions
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1.
By the MINDO/3 method it was shown that the conversion of ethyleneimine into the carbocation occurs with a high activation energy, while the presence of a nucleophile facilitates cleavage of the C-N bond by significantly reducing the activation barrier.
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2.
The nucleophilic opening of the ethyleneiminium ring occurs in one stage by the SN2 mechanism through the formation of a transitional complex.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1557–1562, July, 1980.
The authors express their gratitude to D. S. Zhuk and M. V. Bazilevskii for useful consultations and for participation in the discussions of the results.
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Timofeeva, L.M., Avakyan, V.G. Quantum-chemical investigation of ring opening in protonated ethyleneimine by the chloride ion. Russ Chem Bull 29, 1103–1107 (1980). https://doi.org/10.1007/BF00949162
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DOI: https://doi.org/10.1007/BF00949162