Mass spectrometric studies on the coupling model reaction towards alkenyl-aryl ketones

The palladium catalysed coupling reactions of 1-iodo-cyclohexene have been investigated with the aim of the synthesis of model compounds towards unsaturated aryl-alkenyl ketones of practical interest in carbonylative Suzuki reaction. In addition to the target compounds, the formation of 1-aryl-cyclohexene derivatives, 1,1'-bi(cyclohex-1-en-1-yl), 1,2-dicyclohex-1-en-1-yl-ethane-1,2-dione, dicyclohex-1-en-1-yl-ketone and 1-aryl-2-cyclohexenyl-cyclohexene derivatives, as well as their isomerization products, have been observed in parallel and consecutive reactions, respectively. The complex reaction mixtures have been analysed with GC-MS providing valuable information to the investigation of the homogeneous catalytic reaction.