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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 5, Number 5
May 20, 1984 

MINDO/3 Theoretical Studies on Sigmatropic Hydrogen Rearrangements (Ⅱ): Systems with Central Nitrogen Atom
Jeoung Ki Cho, Ikchoon Lee, Hyuck Keun Oh, In Ho Cho
MINDO/3 theoretical studies were carried out on sigmatropic hydrogen rearrangements in systems with central nitrogen atom; three systems studied being (1) N-methylformaldimine, (2) nitrous acid, and (3) formaldoxime-nitrosomethane systems. It was found that in system (1), 1,3-H shift is preferred whereas in systems (2) and (3), 1,2-H shifts are favored. The relative order of reactivity for the three systems was found to be (2) < (3) < (1), which is exactly the opposite to that found for the corresponding systems with central carbon atom.
179 - 182
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