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Two Alternative Pathways for the Interaction of Hexacyanocyclopropane with Nucleophiles

Oleg Evgenevich Nasakin 1
Oleg Evgenevich Nasakin
Petr Matveevich Lukin 1
Petr Matveevich Lukin
Evgenii Vladimirovich Vershinin 1
Evgenii Vladimirovich Vershinin
Sergei Vitalyevich Lindeman 2
Sergei Vitalyevich Lindeman
Yuri Timofeevich Struchkov 2
Yuri Timofeevich Struchkov
Published 1994-10-30
CommunicationVolume 4, Issue 5, 185-186
5
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Nasakin O. E. et al. Two Alternative Pathways for the Interaction of Hexacyanocyclopropane with Nucleophiles // Mendeleev Communications. 1994. Vol. 4. No. 5. pp. 185-186.
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Nasakin O. E., Lukin P. M., Vershinin E. V., Lindeman S. V., Struchkov Y. T. Two Alternative Pathways for the Interaction of Hexacyanocyclopropane with Nucleophiles // Mendeleev Communications. 1994. Vol. 4. No. 5. pp. 185-186.
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TY - JOUR
DO - 10.1070/MC1994v004n05ABEH000407
UR - https://mendcomm.colab.ws/publications/10.1070/MC1994v004n05ABEH000407
TI - Two Alternative Pathways for the Interaction of Hexacyanocyclopropane with Nucleophiles
T2 - Mendeleev Communications
AU - Nasakin, Oleg Evgenevich
AU - Lukin, Petr Matveevich
AU - Vershinin, Evgenii Vladimirovich
AU - Lindeman, Sergei Vitalyevich
AU - Struchkov, Yuri Timofeevich
PY - 1994
DA - 1994/10/30
PB - Mendeleev Communications
SP - 185-186
IS - 5
VL - 4
ER -
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@article{1994_Nasakin,
author = {Oleg Evgenevich Nasakin and Petr Matveevich Lukin and Evgenii Vladimirovich Vershinin and Sergei Vitalyevich Lindeman and Yuri Timofeevich Struchkov},
title = {Two Alternative Pathways for the Interaction of Hexacyanocyclopropane with Nucleophiles},
journal = {Mendeleev Communications},
year = {1994},
volume = {4},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1994v004n05ABEH000407},
number = {5},
pages = {185--186},
doi = {10.1070/MC1994v004n05ABEH000407}
}
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Nasakin, Oleg Evgenevich, et al. “Two Alternative Pathways for the Interaction of Hexacyanocyclopropane with Nucleophiles.” Mendeleev Communications, vol. 4, no. 5, Oct. 1994, pp. 185-186. https://mendcomm.colab.ws/publications/10.1070/MC1994v004n05ABEH000407.

Abstract

Methanol molecules add to the cyano groups of hexacyanocyclopropane 1 in the presence of sodium methylate to give 1,4-adduct 2. The interaction of 1 with N-methylpyridinium iodide leads to opening of the cyclopropane ring and to the formation of propenide 3 and iodine cyanide 4; the structure of 2 was established by an X-ray crystallographic study.

References

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Anisimov V.M., Zolotoi A.B., Antipin M.Y., Lukin P.M., Nasakin O.E., Struchkov Y.T.
Mendeleev Communications, 1992
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Crystallographic Computing Techniques and New Technologies, 1988
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Cyanocarbon Chemistry. V.1 Cyanocarbon Acids and their Salts
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Journal of the American Chemical Society, 1958
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Tetracyanoethylene Oxide. I. Preparation and Reaction with Nucleophiles1
Linn W.J., Webster O.W., Benson R.E.
Journal of the American Chemical Society, 1965