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Proton Magnetic Resonance Investigation of Inversion at Tervalent Nitrogen, 6. Preparative Separations of Enantiomeric Diaziridines by Liquid Chromatography on Triacetylcellulose. Racemizations Monitored by Polarimetry and by1H NMR

✍ Scribed by Häkli, Harri ;Mintas, Mladen ;Mannschreck, Albrecht


Book ID
102788198
Publisher
Wiley (John Wiley & Sons)
Year
1979
Tongue
English
Weight
573 KB
Volume
112
Category
Article
ISSN
0009-2940

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✦ Synopsis


Abstract

Enantiomeric diaziridines have been partially separated by chromatography on triacetlycellulose. (−)‐2, (+)‐4, and (−)‐4 were obtained almost pure, enantiomeric purities (Table 1) being measured by ^1^H NMR in the presence of optically active additives. The same procedure was tested for monitoring racemizations (Table 2) which were also studied, with higher accuracy, by polarimetry. The barriers to nitrogen inversion, converting the trans‐diaziridines 2and4into cis‐intermediates, are compared with known Δ__G__^≠^ values.