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))>

Article abstract of DOI:10.1039/DT9950004053

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 <(cyclo(Pd<(3-ClC6H3)CH=N)CH2(η⁵-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.

Full text of DOI:10.1039/DT9950004053

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