(Z)- und (E)-Enole von diarylsubstituierten β-Ketocarbonsäurederivativen

✍ Scribed by Buß, Monika ;Mayer, Axel ;Müller, Klaus ;Meier, Herbert

• Book ID: 102905119
• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 757 KB
• Volume: 1996
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199619960725

✦ Synopsis

(Z) and (E) Enols of Diaryl‐Substituted β‐Ketocarboxylic Acid Derivatives

Thermolysis of the 1,3‐diaryl‐2‐diazo‐1,3‐propanediones 4 in the presence of alcohols or amines yielded the compounds 7–11 which exist as chelated (Z) enols or as tautomeric ketones. Contrary to the steric interaction of two mesityl groups the steric interaction between two naphthyl or two anthryl groups or between naphthyl and mesityl is not sufficient to stabilize the corresponding (E) enols. The latter isomers were generated in irradiation processes of some (Z) enols. Detailed NMR studies were performed in order to characterize the enols and their molecular dynamics.