33684-00-3Relevant academic research and scientific papers
Predominance of 2-arylhydrazones of 1,3-diphenyl-propane-1,2,3-trione over its proton-transfer products
Gawinecki, Ryszard,Kolehmainen, Erkki,Janota, Henryk,Kauppinen, Reijo,Nissinen, Maija,Osmialowski, Borys
, p. 797 - 803 (2001)
2-Phenylhydrazones of 1,3-diphenyl-1,2,3-trione are the dominant tautomeric form detected in chloroform solution by 15N NMR chemical shifts. The substituent in the phenylhydrazone moiety does not affect this tautomeric preference. The substituent effect is transmitted effectively only to the hydrazone nitrogen and hydrogen atoms. Ab initio calculations show that the ketohydrazone tautomer is really very much favoured over its proton-transfer products in chloroform solution. The same tautomer was also detected in the crystal state by X-ray crystallography. Copyright
