Diaziridines, fluoro

Diaziridine, 3-benzyl-1,3-dimethyl-inversion, 7, 7 Diaziridine, 1,2-dialkyl-reaction with iodides, 7, 217 thermal decomposition, 7, 217 Diaziridine, dibenzoyl-rearrangement, 7, 214 Diaziridine, 3,3-dimethyl-Raman spectra, 7, 202 Diaziridine, fluoro-synthesis, 7, 232 Diaziridines acylation, 7, 213 from azomethines, 7, 231 calculations, 7, 198 from chloramine, 7, 230 cycloaddition reactions, 7, 28 electron diffraction, 7, 19 199 c/s-fused NMR, 7, 201 hydrolysis, 7, 216 inversion stability, 7, 200... 

The inversion barriers for compounds 59 (ca. 26—27 kcal/mole) and 71 (ca. 30— 32 kcal/mole) have been estimated from the values obtained for diaziridines and oxaziridines (Table 3) and from a study of substituent effects in pyrrolidines 68>. From Fig. 4 barriers of ca. 40 and 18—20 kcal/mole may be estimated for N-fluoro aziridines and N-fluoro pyrrolidines respectively. 

Graham (1962) described a direct one-step synthesis of diazirine by the reaction of difluoroamine (HNF2) with er butyl- or octyl azomethine (H2C=N —R) in CCI4 solution in a vacuum system. A yield of 62<7o was reported without any further information on mechanistic details. It seems that dealkylation and defluorination take place in the transient l-alkyl-2-fluoro-diaziridine (5.62, 5-15). 

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See also in sourсe #XX -- [ , ]

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