Cycloadditions to Epoxides Catalyzed by GroupIII-V Transition-Metal Complexes

Handle URI:
http://hdl.handle.net/10754/566092
Title:
Cycloadditions to Epoxides Catalyzed by GroupIII-V Transition-Metal Complexes
Authors:
D'Elia, Valerio; Pelletier, Jeremie; Basset, Jean-Marie ( 0000-0003-3166-8882 )
Abstract:
Complexes of groupIII-V transition metals are gaining increasing importance as Lewis acid catalysts for the cycloaddition of dipolarophiles to epoxides. This review examines the latest reports, including homogeneous and heterogeneous applications. The pivotal step for the cycloaddition reactions is the ring opening of the epoxide following activation by the Lewis acid. Two modes of cleavage (C-C versus C-O) have been identified depending primarily on the substitution pattern of the epoxide, with lesser influence observed from the Lewis acid employed. The widely studied cycloaddition of CO2 to epoxides to afford cyclic carbonates (C-O bond cleavage) has been scrutinized in terms of catalytic efficiency and reaction mechanism, showing that unsophisticated complexes of groupIII-V transition metals are excellent molecular catalysts. These metals have been incorporated, as well, in highly performing, recyclable heterogeneous catalysts. Cycloadditions to epoxides with other dipolarophiles (alkynes, imines, indoles) have been conducted with scandium triflate with remarkable performances (C-C bond cleavage). © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
KAUST Department:
KAUST Catalysis Center (KCC)
Publisher:
Wiley-Blackwell
Journal:
ChemCatChem
Issue Date:
25-May-2015
DOI:
10.1002/cctc.201500231
Type:
Article
ISSN:
18673880
Appears in Collections:
Articles; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorD'Elia, Valerioen
dc.contributor.authorPelletier, Jeremieen
dc.contributor.authorBasset, Jean-Marieen
dc.date.accessioned2015-08-12T09:27:56Zen
dc.date.available2015-08-12T09:27:56Zen
dc.date.issued2015-05-25en
dc.identifier.issn18673880en
dc.identifier.doi10.1002/cctc.201500231en
dc.identifier.urihttp://hdl.handle.net/10754/566092en
dc.description.abstractComplexes of groupIII-V transition metals are gaining increasing importance as Lewis acid catalysts for the cycloaddition of dipolarophiles to epoxides. This review examines the latest reports, including homogeneous and heterogeneous applications. The pivotal step for the cycloaddition reactions is the ring opening of the epoxide following activation by the Lewis acid. Two modes of cleavage (C-C versus C-O) have been identified depending primarily on the substitution pattern of the epoxide, with lesser influence observed from the Lewis acid employed. The widely studied cycloaddition of CO2 to epoxides to afford cyclic carbonates (C-O bond cleavage) has been scrutinized in terms of catalytic efficiency and reaction mechanism, showing that unsophisticated complexes of groupIII-V transition metals are excellent molecular catalysts. These metals have been incorporated, as well, in highly performing, recyclable heterogeneous catalysts. Cycloadditions to epoxides with other dipolarophiles (alkynes, imines, indoles) have been conducted with scandium triflate with remarkable performances (C-C bond cleavage). © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.en
dc.publisherWiley-Blackwellen
dc.subjectCycloadditionen
dc.subjectEpoxidesen
dc.subjectReaction mechanismsen
dc.subjectSynthetic methodsen
dc.subjectTransition metalsen
dc.titleCycloadditions to Epoxides Catalyzed by GroupIII-V Transition-Metal Complexesen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalChemCatChemen
kaust.authorD'Elia, Valerioen
kaust.authorPelletier, Jeremieen
kaust.authorBasset, Jean-Marieen
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