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Synthesis and structure of 1-[ω-(3,3-dialkyldiaziridin-1-yl)alkyl]-3,3-dialkyldiaziridines
Authors:V. Yu. Petukhova  Yu. A. Strelenko  K. A. Lyssenko  N. N. Makhova
Affiliation:(1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation;(2) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991 Moscow, Russian Federation
Abstract:A method for the synthesis of 1-[ω-(3,3-dialkyldiaziridin-1-yl)alkyl]-3,3-dialkyldiaziridines based on the reaction of ketoxime O-arenesulfonates with alkylenediamines was developed. Diastrereomers (the racemic and meso forms) of 1-[2-(3,3-dimethyldiaziridin-1-yl)ethyl]-3,3-dimethyldiaziridine were isolated. The structure of the meso form was confirmed by X-ray diffraction analysis. Dedicated to Academician V. A. Tartakovsky on his 75th birthday. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1491–1495, August, 2007.
Keywords:diaziridines  ketoxime O-arenesulfonates  1-[ω  -(3,3-dialkyldiaziridin-1-yl)alkyl]-3,3-dialkyldiaziridines  diastereomers  racemic form   meso form  epimerization  X-ray diffraction analysis
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