154613-61-3Relevant academic research and scientific papers
Stereochemistry and Thermal Stability of Diazodiketones
Popik, Vladimir V.,Nikolaev, Valerij A.
, p. 1791 - 1794 (2007/10/02)
The thermal stability of diazodiketones strongly depends on the twisting of the molecular framework caused by steric interaction of substituents at the carbonyl groups.On going from planar cyclic 2-diazo-4,4-dimethyltetralin-1,3-dione to sterically congested mesitoylpivaloyldiazomethane the rate of decomposition increases 100 times.On the other hand, bulky substituents also decrease the reactivity of 2-ketoketenes formed in the Wolff rearrangement of these diazocarbonyl compounds.
DURCH STERISCHE EFFEKTE STABILISIERTE β-KETOCARBONSAEUREN
Meier, Herbert,Wengenroth, Horst,Lauer, Wolfgang,Krause, Volker
, p. 5253 - 5256 (2007/10/02)
Increasing steric hindrance in β-keto carboxylic acids leads to an increasing kinetic stability towards decarboxylation, till systems are reached wich are completely stable at room temperature.Simultaneously the tautomeric equilibrium is changed in favour of the (Z)-enol, and finally in favour of the (E)-configurated enol.
