Two Alternative Pathways For The Interaction Of Hexacyanocyclopropane With Nucleophile
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.
Nasakin, Oleg E.; Lukin, Petr M.; Vershinin, Evgenii V.; Lindeman, Sergey; and Struchkov, Yurii T., "Two Alternative Pathways For The Interaction Of Hexacyanocyclopropane With Nucleophile" (1994). Chemistry Faculty Research and Publications. 823.