Ferrocenyl phosphine-palladium catalyst

Several other palladium complexes Pd(L )(Ph)(I)] and Pd(L )(trans-stil-bene)] with different chiral diphosphine ligands L were also employed as catalyst precursors. The yield and enantioselectivity of the product are strongly dependent on the diphosphine. It was found that the DuPhos series (Me/Et/f-Pr-DuPhos) produces results similar to those listed in Table 6.6. In contrast, changing to the more flexible (R,R)-Me-BPE gives a very active catalytic system but with a disappointing 18% ee. With DuXantphos a very slow system results, with the formation of by-products. Ferrocenyl phosphines (Me-FerroLANE, Et- FerroTANE, Josiphos, BoPhoz) were also employed but were found to be inferior to DuPhos. Finally, with several Ni(Me-DuPhos) catalyst precursors, reactions do not reach completion and formation of by-products is observed. 

Debono N, Labande A, Manoury E, Daran J-C, Poli R (2010) Palladium complexes of planar chiral ferrocenyl phosphine-NHC ligands new catalysts for the asymmetric Suzuki-Miyaura reaction. Organometallics 29 1879-1882... 

Hierso, J.C., Fihri, A., Amardeil, R. et al. (2005) Use of a bulky phosphine of weak with palladium as a versatile and highly-active catalytic system allylation and ary lation coupling reactions at 10 -10 mol% catalyst loadings of ferrocenyl bis(difurylphosphine)/Pd. Tetrahedron, 61, 9759-66. 

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