aDepartment of Chemistry, Dnepropetrovsk National University, Dnepropetrovsk, Ukraine bSTC 'Institute for Single Crystals', National Academy of Sciences of Ukraine, Kharkov, Ukraine cA.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine, Odessa, Ukraine dKirovograd State Pedagogical University, Kirovograd, Ukraine eN.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russian Federation
Аннотация:
The XRD studies of N-chloro-N-alkoxyureas 1, 2 have revealed the high pyramidality of the amide nitrogen in the O–N–Cl group caused by nO–O*N–Cl anomeric effect, the other sequence of this effect is anionic lability of the chlorine atom; nucleophilic substitution at the nitrogen depends on the N′-substitutent nature: chlorine atoms in ureas 1 and 5 are replaced by outer nucleophile whereas, under the same conditions, ureas 2–4 undergo cyclization into 1-alkoxybenzimidazolin-2-ones 10–12.
Тип публикации:
Статья
Язык публикации: английский
Образец цитирования:
V. G. Shtamburg, O. V. Shishkin, R. I. Zubatyuk, S. V. Kravchenko, A. V. Tsygankov, A. V. Mazepa, E. A. Klots, R. G. Kostyanovsky, “N-Chloro-N-alkoxyureas: synthesis, structure and properties”, Mendeleev Commun., 16:6 (2006), 323–325
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