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Encapsulated Cobalt–Porphyrin as a Catalyst for Size‐Selective Radical‐type Cyclopropanation Reactions |
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| Authors: | Dr. Matthias Otte Petrus F. Kuijpers Oliver Troeppner Prof. Dr. Ivana Ivanović‐Burmazović Prof. Dr. Joost N. H. Reek Prof. Dr. Bas de Bruin |
| Affiliation: | 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 |