Half-sandwich rhodium (and iridium) complexes as enantioselective catalysts for the 1,3-dipolar cycloaddition of 3,4-dihydroisoquinoline n-oxide to methacrylonitrile was written by Carmona, Daniel;Lamata, M. Pilar;Viguri, Fernando;Rodriguez, Ricardo;Lahoz, Fernando J.;Oro, Luis A.. And the article was included in Chemistry – A European Journal in 2007.Application of 37002-48-5 This article mentions the following:
Cationic half-sandwich complexes containing the [(η5-C5Me5)M-(Diphos*)] moiety (M = Rh, Ir; Diphos* = chiral diphosphine ligand) catalyze the cycloaddition of the nitrone 3,4-dihydroisoquinoline N-oxide (A) to methacrylonitrile (B) with excellent regio and endo selectivity and low-to-moderate enantioselectivity. The most active and selective catalyst, (SRh,RC)-[(η5-C5Me5)Rh{(R)-Prophos}(NC(Me)C:CH2)](SbF6)2, has been isolated and fully characterized including the determination of the mol. structure by x-ray diffraction. The R-at-metal epimers of the complexes [(η5-C5Me5)M{(R)-Prophos}(NC(Me)C:CH2)](SbF6)2 (M = Rh, Ir) isomerize to the corresponding S-at-metal diastereomers. The stoichiometric cycloaddition of A with B is catalyzed by diastereopure (SM,RC)-[(η5-C5Me5)M{(R)-Prophos}(NC(Me)C:CH2)](SbF6)2 with perfect regio and endo selectivity and very good (up to 95%) ee. The catalyst can be recycled up to nine times without significant loss of either activity or selectivity. In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5Application of 37002-48-5).
(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. The synthesis of novel trialkylphosphines can be quite difficult, thereby limiting the scope of their chiral variants. Asymmetric catalytic performance is determined not only by the metal center but also by the chiral ligand selected.Application of 37002-48-5
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis