C2-Symmetric fluorous diamines and diimines as ligands for metal-catalysed asymmetric cyclopropanation of styrene (Articolo in rivista)

Type
Label
  • C2-Symmetric fluorous diamines and diimines as ligands for metal-catalysed asymmetric cyclopropanation of styrene (Articolo in rivista) (literal)
Anno
  • 2004-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1002/ejoc.200400436 (literal)
Alternative label
  • Shepperson I.; Quici S.; Pozzi G.; Nicoletti M., O'Hagan D. (2004)
    C2-Symmetric fluorous diamines and diimines as ligands for metal-catalysed asymmetric cyclopropanation of styrene
    in European journal of organic chemistry (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Shepperson I.; Quici S.; Pozzi G.; Nicoletti M., O'Hagan D. (literal)
Pagina inizio
  • 4545 (literal)
Pagina fine
  • 4551 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • School of Chemistry and Centre for Biomolecular Sciences, University of St Andrews, UK CNR-Istituto di Scienze e Tecnologie Molecolari, Via Golgi 19, 20133 Milano, Italy (literal)
Titolo
  • C2-Symmetric fluorous diamines and diimines as ligands for metal-catalysed asymmetric cyclopropanation of styrene (literal)
Abstract
  • Perfluoroalkyl-substituted, enantiopure C2-symmetric N and N,O ligands showing affinity either for standard organic solvents or perfluorocarbons have been conveniently prepared from readily available precursors. Preformed cobalt(II) and in-situ-generated copper(I) complexes of these ligands were tested as catalysts in the metal-catalysed cyclopropanation of styrene with diazoacetates. Under optimised reaction conditions, which include the use of a fluorous biphasic system and short reaction times, the copper complex of a C2-symmetric diamine afforded promising results (yield = 77%, trans/cis = 67:33, ee of the trans isomer = 62%) and could be easily separated from the products by simply decanting the fluorous phase. (literal)
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Autore CNR

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