Isolation and Crystal Structure of 3-Aryl-1-(2-hydroxyphenyl)-3-hydroxy- 1- propanones Derived from Claisen-Schmidt Condensation of 2- Hydroxyacetophenone with Benzaldehyde Derivatives

2-Hydroxyacetophenone reacted with benzaldehyde derivatives under alkalinic conditions followed by addition of dilute hydrochloric acid solution to afford mixtures of the known 2-hydroxychalcone derivatives and the corresponding previously undescribed 3-aryl-1-(2-hydroxyphenyl)-3-hydroxy-1-propanones. The isolation of the b-hydroxyketone derivatives depends on the work-up conditions. Their structures were established using a combination of NMR, IR and mass spectroscopic techniques. The conformation of the b-hydroxyketones was probed using 1 H NMR spectroscopy and X-ray crystallography. South African Journal of Chemistry Vol.55 2002: 97-110PDF and Supplemetry file attache