169173-32-4

Upstream product

• 169173-29-9 [(Pd((2-Cl-C6H3-CH=N-CH2-η(5)-C5H4)Fe(η(5)-C5H5))(μ-Cl))2] 
• 603-35-0 triphenylphosphine 

Relevant academic research and scientific papers

Palladium(II)-induced Preferential Activation of the ?sp2(phenyl)-Cl> Bond versus ?sp2(ferrocene)-H>. Crystal Structure of 5-C5H5)(η5-C5H4CH2N=CH(C6H3Cl2-2,6))>

The ferrocenylimine 5-C5H5)(η5-C5H4CH2N=CH(C6H3Cl2-2,6))> has been prepared by condensation of aminomethylferrocene and 2,6-dichlorobenzaldehyde, and characterized by IR, NMR (1H and 13C) spectroscopy and X-ray diffraction.The compound is triclinic, space group P1, with a = 7.553(3), b = 11.763(2), c = 18.148(2) Angstroem, α = 89.94(1), β = 98.90(2) and γ = 91.91(2) deg.It reacts with Na2 and NaO2CMe*3H2O in a 1 : 1 : 1 molar ratio, producing the di-μ-chloro-bridged cyclopalladated complex 5-C5H4)Fe(η5-C5H5)>(μ-Cl))2>.Further treatment of this compound with triphenylphosphine results in cleavage of the Pd(μ-Cl)2Pd units, yielding the monomeric derivative 5-C5H4)Fe(η5-C5H5))Cl(PPh3)>.These compounds contain an endocyclic five-membered palladocycle fused with the phenyl ring and arise by activation of a ?(C-Cl) bond.The reactivity of N-(2,6-dichlorobenzylidene)benzylamine and the analogous ferrocenyl Schiff bases is compared.

Schiff bases derived from aminomethylferrocene and their cyclopalladated derivatives

Synthesis and characterization of novel Schiff bases derived from aminomethylferrocene of general formula: 5-C5H5)Fe5-C5H4)-CH2-N=CH(C6H4-2-R)>> with R=Cl (1a) and H (1b) are reported.These react with Na2 and Na(CH3COO)*3H2O in methanol at room temperature producing di-μ-chloro-bridged cyclopallated compounds -CH2-(η5-C5H4)>Fe(η5-C5H5)>(μ-Cl)>>2 (2a, 2b) which contain a ?(Pd-Csp2 phenyl) bond.However, for (1b), the activation of the ?(Csp2,ferrocene-H) bond also takes place giving =CH(C6H5)>Fe(η5-C5H5)>(μ-Cl)>2 (2b').These dinuclear complexes react with triphenylphosphine (PPh3) with cleavage of the μ-Cl bridges, yielding mononuclear derivatives (3).The results obtained show the strong influence of the so-called endo effect in cyclopalladation reactions of N-donor ferrocenyl ligands.Keywords: Iron; Palladium; Cyclopalladation; Aminoferrocenes; Schiff bases