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Case 3:Certain amines cannot attain the sp'hybridization required for nitrogen inversion. Examples of this include nitrogen atoms in small rings(aziridines). H3 CH; H30 CH; CH3 H3C (R)-1,2,2-trimethylaziridine (S)-1,2,2-trimethylaziridine The required bond angle of 120 is unobtainable in the strained system,and so the TS required for nitrogen inversion is of too high energy,and thus chiral aziridines can be resolved into enantiomers. Ch19 Amines(landscape) Page 8 Ch19 Amines(landscape) Page 8 Case 3: Certain amines cannot attain the sp2 hybridization required for nitrogen inversion. Examples of this include nitrogen atoms in small rings (aziridines). The required bond angle of 120° is unobtainable in the strained system, and so the TS required for nitrogen inversion is of too high energy, and thus chiral aziridines can be resolved into enantiomers
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