854497-26-0Relevant academic research and scientific papers
Synthesis and catalytic applications of new chiral ferrocenyl P,O ligands
Mateus, Nuno,Routaboul, Lucie,Daran, Jean-Claude,Manoury, Eric
, p. 2297 - 2310 (2007/10/03)
A new method to synthesize both enantiomers of 2-diphenylphosphino-ferrocenecarboxaldehyde with the phosphine group protected as a thiophosphine group was developed. These aldehydes react with 1,2 or 1,3 diols to give, in good yields, new chiral phosphine-acetals. For unsymmetrical (R)-1,3-butanediol, the new asymmetrical acetalic carbon is asymmetric and its configuration was completely controlled by the chirality of the diol. These new P,O ligands were tested in the palladium-catalyzed asymmetric allylic substitution of 1,3-diphenylprop-2-enylacetate. Good yields and enantioselectivities up to 77% were observed. The catalytic performances of two diastereoisomeric ligands with opposite configurations in planar chirality only proved to be significantly different, showing a strong influence of both planar and central chiralities.
Synthesis and X-ray crystal structure of [2-(phosphinomethyl)ferrocenyl]diphenylphosphine
Labrue, Francis,Pons, Benedicte,Ricard, Louis,Marinetti, Angela
, p. 2285 - 2290 (2008/10/09)
[2-(Phosphinomethyl)ferrocenyl]diphenylphosphine 2, is an air stable primary phosphine bearing a 1,2-disubstituted ferrocene framework, which has been prepared by reduction of the corresponding phosphonate. Confirmation of its structure has been obtained by X-ray single-crystals diffraction analysis. Despite its high stability toward oxidation, phosphine 2 still displays a normal coordinative behaviour toward [(p-cymene)RuCl2]2. The expected (p-cymene)RuCl2(phosphine) complex is formed by coordination of the primary phosphine function, while the conceivably competitive complexation of the PPh2 group was not observed.
