Heterogeneous catalysts for carbene insertion reactions (Articolo in rivista)

Type
Label
  • Heterogeneous catalysts for carbene insertion reactions (Articolo in rivista) (literal)
Anno
  • 2011-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.jcat.2011.05.008 (literal)
Alternative label
  • Fraile, José M.; Mayoral, José A.; Ravasio, Nicoletta; Roldán, Marta; Sordelli, Laura; Zaccheria, Federica (2011)
    Heterogeneous catalysts for carbene insertion reactions
    in Journal of catalysis (Print); Academic Press, San Diego (Stati Uniti d'America)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Fraile, José M.; Mayoral, José A.; Ravasio, Nicoletta; Roldán, Marta; Sordelli, Laura; Zaccheria, Federica (literal)
Pagina inizio
  • 273 (literal)
Pagina fine
  • 278 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 281 (literal)
Rivista
Note
  • Scopu (literal)
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Departamento de Química Orgánica, Instituto de Síntesis Química y Catálisis Homogénea (ISQCH) and Instituto Universitario de Catálisis Homogénea (IUCH), Universidad de Zaragoza – C.S.I.C., E-50009 Zaragoza, Spain Istituto di Scienze e Tecnologie Molecolari, Consiglio Nazionale delle Ricerche, via Golgi 19, I-20133 Milano, Italy (literal)
Titolo
  • Heterogeneous catalysts for carbene insertion reactions (literal)
Abstract
  • Copper catalysts supported on silica or silica–alumina are used to promote the insertion of carbenes, coming from methyl phenyldiazoacetate and ethyl diazoacetate, into one C–H bond of THF, constituting the first example of this reaction promoted by a purely inorganic catalyst. Cu/SiO2–Al2O3 leads to better results, regarding yield and catalyst recovery, than with Cu/SiO2. With the former, yields are similar or even slightly better than those reached in solution using Cu (OTf)2 as the catalyst. These yields are further improved by the addition of an external bis(oxazoline) ligand. The reaction is promoted by Cu(I), obtained by in situ reduction of Cu(II) with the diazocompound; therefore, different behavior of the catalysts, depending on the support, is related to the different redox properties of the supported Cu phase. Isolated Cu(II) species on the surface of Cu/ SiO2–Al2O3 are easily reduced to Cu(I), whereas supported CuO is much more easily reduced to Cu(0) as shown by EXAFS analysis. (literal)
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