Analysis of the Microenvironments of Immobilized Catalysts using the Heck Reaction
Robertson, Alysia K.
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A synthesis scheme detailing immobilization of l,10-phenanthroline-5,6-dioneonto a Wang resin solid phase support was developed to create a library of heterogeneous catalysts. The synthesized catalysts differ only in their micro environments, each with a customized spacer component. In this study the Heck reaction was used to investigate the relationship between the composition of microenvironment of immobilized catalysts and resulting product ratios. Moreover this study indicates that as the polarity of the spacer was increased, a greater percentage of the reaction proceeded through a cationic palladium transition state, resulting in product distributions that differ from those given in the literature. Further from the control data generated using homogeneous catalysts, it can be concluded that it is the microenvironment of the immobilized catalyst that caused the observed differences in product formation.