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.

Ciammaichella, A., Cardoni, V., Leoni, A., Tagliatesta, P. (2016). Rhodium porphyrin bound to a Merrifield resin as heterogeneous catalyst for the cyclopropanation reaction of olefins. MOLECULES, 21, 278-283 [10.3390/molecules21030278].

Rhodium porphyrin bound to a Merrifield resin as heterogeneous catalyst for the cyclopropanation reaction of olefins

CIAMMAICHELLA, ALINA;LEONI, ALESSANDRO;TAGLIATESTA, PIETRO
2016

Abstract

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.
Pubblicato
Rilevanza internazionale
Articolo
Esperti anonimi
Settore CHIM/03 - Chimica Generale e Inorganica
English
Con Impact Factor ISI
porphyrin catalysts; cyclopropanation reactions; immobilized catalysts
Ciammaichella, A., Cardoni, V., Leoni, A., Tagliatesta, P. (2016). Rhodium porphyrin bound to a Merrifield resin as heterogeneous catalyst for the cyclopropanation reaction of olefins. MOLECULES, 21, 278-283 [10.3390/molecules21030278].
Ciammaichella, A; Cardoni, V; Leoni, A; Tagliatesta, P
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/182638
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