1144039-25-7Relevant articles and documents
Selective functionalization of the 1′-position in ferrocenecarbaldehyde
Iftime, Gabriel,Moreau-Bossuet, Caroline,Manoury, Eric,Balavoine, Gilbert G. A.
, p. 527 - 528 (1996)
An efficient and selective new method for the preparation of unsymmetrical 1,1′-disubstituted ferrocenes by a one-pot procedure, starting from ferrocenecarbaldehyde, is disclosed.
Phosphinofulvene Enolate Ligands in Ruthenium Complexes by Ferrocene Photolysis under Solar Radiation
Carrión, M. Carmen,Torres, Javier,Jalón, Félix A.,Rodríguez, Ana M.,Zirakzadeh, Afrooz,Manzano, Blanca R.
, p. 1153 - 1162 (2017/03/11)
Ruthenium complexes containing a new type of phosphine ligand were obtained through photochemical transformations. The process involves the irradiation of (phosphinoferrocenylcarbonyl)ruthenium derivatives with visible light (tungsten halogen lamp) to yield complexes with κ2-P,O phosphinofulvene enolate ligands after the formal loss of the “CpFe+” (Cp = cyclopentadienyl) entity. A tandem reaction that involves the irradiation of a mixture of a (hydroxymethyl)ferrocenylphosphine ligand and (arene)ruthenium precursors is also possible. The reaction proceeds through the coordination of the hydroxy phosphine ligands, evolution to hydrido ketone (or hydrido aldehyde) complexes and subsequent evolution to the fulvene derivatives. The process also occurs under solar radiation. The photolysis reaction was studied at different wavelengths of the visible spectrum by irradiation with light-emitting diodes (LEDs). Positive results were obtained when irradiation was performed in the wavelength region corresponding to the metal-to-ligand charge-transfer (MLCT) band that is characteristic of the acylferrocenyl moiety. The use of green light (λ = 530 nm) gave the best results, and the reaction did not proceed under higher-wavelength light or in the dark. A non-coordinated phosphinoferrocenylcarbaldehyde ligand also evolved under solar radiation, but a complex mixture was obtained; thus, the selectivity increases significantly if the ruthenium centre is present.
A Planar-Chiral Phosphino(alkenyl)ferrocene for Suzuki-Miyaura C-C Coupling Reactions
Schaarschmidt, Dieter,Grumbt, Martin,Hildebrandt, Alexander,Lang, Heinrich
, p. 6676 - 6685 (2016/02/19)
Planar-chiral phosphinoferrocene [Fe(η5-C5H3-1-PPh2-2-(E)-CH=CHPh)(η5-C5H5)] (4) was applied in the presence of palladium in Suzuki-Miyaura couplings for the synthesis of sterically congested biaryls. The catalytic activity arises from homogeneous palladium phosphine complexes, of which the potential pre-catalyst [Pd(4)2Cl2] was characterized structurally. The catalytic system is excellently suited for the synthesis of tri-ortho-substituted biaryls under mild conditions (0.1 mol-%, 50-100 C), whereas its application towards the synthesis of tetra-ortho-substituted biaryls is quite limited. Comparing the performance of the reaction with 4 as catalyst and a range of substrates with differing ortho substituents suggests that transmetalation is rate determining. Complex (Sp)-4 was used in atropselective couplings, wherein enantioenrichments of up to 36 % were achieved. The stereoselectivity depends to some extent on the steric properties of the boronic acids; however, slight changes at the aryl halides influence the enantioselectivity.
