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8333904 
Journal Article 
Asymmetrical nitrogen - 58. Geminal systems. 37. N-Chlorodiaziridines 
Shustov, GV; Denisenko, SN; Starovoitov, VV; Chervin, II; Kostyanovskii, RG 
1988 
1 
Bulletin of the Academy of Sciences of the USSR. Division of Chemical Science
ISSN: 0568-5230 
Kluwer Academic Publishers-Plenum Publishers 
NEW YORK 
37 
7 
1415-1421 
English 
WOS:A1988AB63700006 
1. Decomposition and rearrangement of N-chlorodiaziridines occurs by heterolysis of the N-Cl bond, which is facilitated by a vicinal nN-σNCl* interaction. Steric minimization of this interaction in 1,6-diazabicyclo[3.1.0]hexanes allows one to obtain stable N-chlorodiaziridines. 2. Chlorination of 1,6-diazabicyclo[3.1.0]hexanes is realized stereospecifically with formation of exo- or endo-6-chloro derivatives, either in the boat conformation or in the flat boat conformation, respectively. © 1989 Plenum Publishing Corporation.