Conformationally Constrained Diphosphine Derived from (h6-(S)-N,N-dimethyl-1-aminoindane)Cr(CO)3: Synthesis and Application in Enantioselective Hydrogenation (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• Conformationally Constrained Diphosphine Derived from (h6-(S)-N,N-dimethyl-1-aminoindane)Cr(CO)3: Synthesis and Application in Enantioselective Hydrogenation (Articolo in rivista) (literal)

Anno

• 2004-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1021/om049628z (literal)

Alternative label

• Englert U.; Hu C.; Salzer A.; Alberico E. (2004)
  Conformationally Constrained Diphosphine Derived from (h6-(S)-N,N-dimethyl-1-aminoindane)Cr(CO)3: Synthesis and Application in Enantioselective Hydrogenation
  in Organometallics; American Chemical Society, Washington (Stati Uniti d'America)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Englert U.; Hu C.; Salzer A.; Alberico E. (literal)

Pagina inizio

• 5419 (literal)

Pagina fine

• 5431 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url

• http://pubs.acs.org/doi/abs/10.1021/om049628z (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 23 (literal)

Rivista

• Organometallics (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

• 23 (literal)

Note

• Scopu (literal)
• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• Istituto di Chimica Biomolecolare, CNR, Sassari; Institut fuer Anorganische Chemie der RWTH Aachen, D 52056 Aachen, Germany (literal)

Titolo

• Conformationally Constrained Diphosphine Derived from (h6-(S)-N,N-dimethyl-1-aminoindane)Cr(CO)3: Synthesis and Application in Enantioselective Hydrogenation (literal)

Abstract

• Three new enantiopure diphosphine ligands have been prepared starting from [(h6-(1- dimethylamino)indane)Cr(CO)3] by means of a stereoselective synthetic strategy involving highly diastereoselective complexation of the Cr(CO)3 moiety to (S)-(1-dimethylamino)indane, regioselective substitution in the 7-position with the PPh2 group, and, after exchange of the amino group for a chloro substituent with chloroformic esters, introduction of a PR2 group (R ) Ph, t-Bu, Cy) in the benzylic position. The stereochemical course of the synthesis has been confirmed by the X-ray determination of the molecular structure of one intermediate and of one of the three ligands. The ligands have been tested in the rhodium-promoted enantioselective hydrogenation of methyl (Z)-N-acetamidocinnamate and dimethyl itaconate. Enantiomeric excesses ranging from 9 to 88% ee have been obtained, depending on the nature of the R substituent on the ligand, with the donor group combination o-PPh2/R-PCy2 (S,Rp)- 6c outperforming the other two. The new ligands, which bear the coordinating teeth on the stiff backbone provided by the indane framework, compare well with the parent conformationally unlocked \"Daniphos\" ligands: in the hydrogenation of dimethyl itaconate the new ligand (S,Rp)-6c provides better results as to conversion and enantioselectivity compared to the analogous acyclic ligand. (literal)

Editore

• American Chemical Society (Editore)

Prodotto di

• Catalizzatori ad alta selettività in reazioni di idroformilazione ed idrogenazione (PM.P03.002.005) (Modulo)
• Istituto di chimica biomolecolare (ICB) (Istituto)

Autore CNR

• ELISABETTA ALBERICO (Unità di personale interno)

Incoming links:

Autore CNR di

• ELISABETTA ALBERICO (Unità di personale interno)

Prodotto

• Istituto di chimica biomolecolare (ICB) (Istituto)
• Catalizzatori ad alta selettività in reazioni di idroformilazione ed idrogenazione (PM.P03.002.005) (Modulo)

Editore di

• American Chemical Society (Editore)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Organometallics (Rivista)