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 BY H-1-NMR

被引:70
作者
HAKLI, H
MINTAS, M
MANNSCHRECK, A
机构
[1] Institut für Chemie, Universität Regensburg, Regensburg, D-8400
[2] Department of Chemistry, University of Jyväskylä, Jyväskylä
来源
CHEMISCHE BERICHTE-RECUEIL | 1979年 / 112卷 / 06期
关键词
D O I
10.1002/cber.19791120613
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 1H 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 ΔG≠ values. Copyright © 1979 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
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页码:2028 / 2038
页数:11
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