期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 19, 期 13, 页码 4223-4229出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201203357
关键词
density functional calculations; isomerization; oximes; spin catalysis; stereochemistry
资金
- NSERC
- CRC
The reaction of nitric oxide with benzyl cyanide in the presence of potassium methoxide at low temperature gave the dipotassium salt of a bis-diazeniumdiolate 2 in excellent yield. Two new stereospecific syntheses of E or Z 2-(hydroxyimino)-2-phenylacetonitrile from 2 have been found. The thermodynamics of the E/Z isomerization has been investigated spectroscopically in solution, in the solid state by differential scanning calorimetry (DSC), and theoretically in the gas phase. Evidence of catalysis by NO of E/Z oxime isomerization has been observed.
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