Cyclopalladated Complexes Catalyzed Sonogashira Cross-Coupling Reactions

In this thesis, we used cyclopalladated ferrocenylimine complexes, which were synthesized by our laboratory, to examine the Sonogashira Cross-Coupling reaction of (E)-β-bromostyrene with terminal alkynes containing different radicals and prepared a series of biologically active conjugated enynes.1. On the basis of the orthgonal design method, using (E)-β-bromostyrene and phenylacetylene as substrates, the optimization of the conditions was investigated. The result shows, that this reaction catalyzed by cyclopalladates complexes I or II proceed smoothly in DMSO at 40℃to give the corresponding products in good to excellent yields.2. Studies of the catalysts on the Sonogashira reaction of (E)-β-bromostyrene with terminal alkynes showed that the dimer of cyclopalladated complex I is suitable for aryl acetylenes, but not suitable for alkyl acetylene. Contrarily, the monomer of cyclopalladated complex II can be used to catalyze the reaction of alkyl acetylene with (E)-β-bromostyrene.3. The product of the reaction of (E)-β-bromostyrene with 2-methyl-3-butyn-2-ol was not the prospective monoarylated enyne, in the presence of CS2CO3 which after the formation of a molecule of acetone was immediately spitted out to give diarylated enyne 2g...