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Encapsulated Cobalt–Porphyrin as a Catalyst for Size‐Selective Radical‐type Cyclopropanation Reactions
Authors:Dr Matthias Otte  Petrus F Kuijpers  Oliver Troeppner  Prof?Dr Ivana Ivanovi?‐Burmazovi?  Prof?Dr Joost N H Reek  Prof?Dr Bas de?Bruin
Institution:1. Homogeneous and Supramolecular Catalysis Group, Van't Hoff Institute for Molecular Science (HIMS), University of Amsterdam (UvA), Science Park 904, 1098 XH Amsterdam (The Netherlands);2. Lehrstuhl für Bioanorganische Chemie, Department Chemie und Pharmazie, Friedrich‐Alexander‐Universit?t Erlangen, Egerlandstrasse 3, 91058 Erlangen (Germany)
Abstract:A cobalt–porphyrin catalyst encapsulated in a cubic M8L6 cage allows cyclopropanation reactions in aqueous media. The caged‐catalyst shows enhanced activities in acetone/water as compared to pure acetone. Interestingly, the M8L6 encapsulated catalyst reveals size‐selectivity. Smaller substrates more easily penetrate through the pores of the “molecular ship‐in‐a‐bottle catalysts” and are hence converted faster than bigger substrates. In addition, N‐tosylhydrazone sodium salts are easy to handle reagents for cyclopropanation reactions under these conditions.
Keywords:cobalt  cyclopropanation  homogeneous catalysis  molecular flasks  porphyrins  radical chemistry
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