Details

Autor(en) / Beteiligte

• Perrin, Charles L
• Chang, Kuei-Lin

Titel

The Complete Mechanism of an Aldol Condensation

Ist Teil von

• Journal of organic chemistry, 2016-07, Vol.81 (13), p.5631-5635

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2016

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• Although aldol condensation is one of the most important organic reactions, capable of forming new C–C bonds, its mechanism has never been fully established. We now conclude that the rate-limiting step in the base-catalyzed aldol condensation of benzaldehydes with acetophenones, to produce chalcones, is the final loss of hydroxide and formation of the CC bond. This conclusion is based on a study of the partitioning ratios of the intermediate ketols and on the solvent kinetic isotope effects, whereby the condensations are faster in D2O than in H2O, regardless of substitution.