Spectral Studies and Configurational Assignments of Some 2-Propenone Derivatives

Abstract

3-(4-Substitutedphenyl)-1-phenyl-2-phenylthio-2-propen-1-ones ( 1-5 ) ( 1 , R = H; 2 , R = 4-OCH 3 ; 3 , R = 4-Cl; 4 , R = 4-Br; 5 , R = 4-NO 2 ) have been synthesized by the condensation of 4-substituted benzaldehyde and phenacyl sulfide in presence of base. The structure and configuration of these compounds were determined by UV, IR and NMR spectroscopy. The DEPT, 2DNMR, NOE and 3 J CH in the coupled 13 C-NMR spectra indicated that compounds 1-5 belong to the E -configuration.