Abstract

Several copper-exchanged and CuCl 2 -supported solids, together with copper oxide, have been tested as catalysts in the benchmark cyclopropanation reaction of styrene with ethyl diazoacetate. The catalytic activity does not dependent on the amount of copper but on the structure and pretreatment of the catalyst. The trans/cis selectivity also depends on the nature of the solid and with K10-montmorillonite the cis-cyclopropane is predominantly obtained, so that the selectivity is reversed with regard to that observed with copper homogeneous catalysts. The use of several olefins confirms this tendency to reverse the selectivity obtained in solution and the electrophilic character of the reaction. The effect of the reaction conditions and the influence of the solvent are also analyzed.

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