Synthesis and radical reaction behaviour of (1-trimethylsilyl-ethinyl)-(1-methyl-vinyl) ketone

Summary Monomer (1-trimethylsilyl-ethinyl)-(1-methyl-vinyl) ketone 1 was synthesized to study the reaction behaviour in radical reactions. Not only is the vinyl double bond very effective to react with radicals but also is the triple bond. At higher conversions insoluble polymers are formed. In dilatometer experiments with styrene monomer 1 proved to be an effective retarder rather than a transfer agent. To elucidate the mechanisms envolved in monomer 1 radical reactions, model compound (1-trimethylsilyl-ethinyl)-phenyl ketone 5 was synthesized and investigated in comparision.Dedicated to Prof. Dr. Harald Cherdron on the occassion of his 60th birthday