title: Rhodium Porphyrin Bound to a Merrifield Resin as Heterogeneous Catalyst for the Cyclopropanation Reaction of Olefins.
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.
authors.affiliation: Dipartimento di Scienze e Tecnologie Chimiche, University of Rome-Tor Vergata, Via della Ricerca Scientifica, 00133 Rome, Italy. alina07@hotmail.it.
authors.forename: Alina
authors.initials: A
authors.lastname: Ciammaichella
authors.affiliation: Dipartimento di Scienze e Tecnologie Chimiche, University of Rome-Tor Vergata, Via della Ricerca Scientifica, 00133 Rome, Italy. valery881@virgilio.it.
authors.forename: Valeria
authors.initials: V
authors.lastname: Cardoni
authors.affiliation: Dipartimento di Scienze e Tecnologie Chimiche, University of Rome-Tor Vergata, Via della Ricerca Scientifica, 00133 Rome, Italy. alessandro.leoni@uniroma2.it.
authors.forename: Alessandro
authors.initials: A
authors.lastname: Leoni
authors.affiliation: Dipartimento di Scienze e Tecnologie Chimiche, University of Rome-Tor Vergata, Via della Ricerca Scientifica, 00133 Rome, Italy. pietro.tagliatesta@uniroma2.it.
authors.forename: Pietro
authors.initials: P
authors.lastname: Tagliatesta
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D008665:Metalloporphyrins / Q000737:chemistry / Q000378:metabolism*; D015394:Molecular Structure; D011137:Polystyrenes / Q000737:chemistry*; D059027:Recycling; D012238:Rhodium / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D003521:Cyclopropanes; C095039:Merrifield resin; D008665:Metalloporphyrins; D011137:Polystyrenes; D012238:Rhodium
keywords: cyclopropanation reactions; immobilized catalysts; porphyrin catalysts