Yayınlanmış 1 Ocak 2009 | Sürüm v1

Efficient preparation of N ',N ''-1H-isoindole-1,3-diylidenedicarbohydrazides via 1,1,3-trichloro-1H-isoindole, and their characterization

  • 1. Kyiv Natl Taras Shevchenko Univ, Dept Chem, 64 Volodymyrska St, UA-601 Kiev, Ukraine
  • 2. ENSIC INPL, UMR 7568, Lab Chim Phys Macromol, F-54001 Nancy, France
  • 3. Natl Acad Sci Ukraine, STC Inst Single Crystals, UA-61001 Kharkov, Ukraine

Açıklama

N',N ''-isoindole-1,3-diylidenedialkyl(aryl.heteroaryl)carbohydrazides were prepared in good yields via 1,1,3-trichloro-1H-isoindole, which was shown to be a versatile reagent for their synthesis. Tautomeric structure and conformational behaviour of dicarbohydrazides in solid state as well as in solution have been studied by X-ray crystallography, NMR spectroscopy and quantum calculations. The dependence of Z/E amide-type isomerism upon steric effects and solvent polarity is discussed. (C) 2009 Elsevier Ltd. All rights reserved.

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