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Molecules 2016, 21(3), 278; doi:10.3390/molecules21030278

Rhodium Porphyrin Bound to a Merrifield Resin as Heterogeneous Catalyst for the Cyclopropanation Reaction of Olefins

Dipartimento di Scienze e Tecnologie Chimiche, University of Rome-Tor Vergata, Via della Ricerca Scientifica, 00133 Rome, Italy
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Academic Editors: M. Graça P. M. S. Neves and M. Amparo F. Faustino
Received: 4 February 2016 / Revised: 18 February 2016 / Accepted: 24 February 2016 / Published: 27 February 2016
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Abstract

Cyclopropanation reaction is an important tool for obtaining interesting compounds and can be catalyzed by metalloporphyrins with high syn/anti ratio. The catalyst cannot be recycled and is usually lost during chromatographic separation from the two isomeric products. In this paper a meso-tetraphenylporphyrin rhodium(III) chloride was bound to a Merrifield resin and used to catalyze the cyclopropanation reaction of nine olefins, giving good yields and selectivities of the final products and for the first time, a partial recycling of the catalyst. This new catalytic system will be tested in the future for the synthesis of natural products containing cyclopropyl ring. View Full-Text
Keywords: porphyrin catalysts; cyclopropanation reactions; immobilized catalysts porphyrin catalysts; cyclopropanation reactions; immobilized catalysts
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Ciammaichella, A.; Cardoni, V.; Leoni, A.; Tagliatesta, P. Rhodium Porphyrin Bound to a Merrifield Resin as Heterogeneous Catalyst for the Cyclopropanation Reaction of Olefins. Molecules 2016, 21, 278.

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