The reaction of the novel ferrocenyl Schiff base containing an amino group as pendant arm: [(η
5-C
5H
5)Fe{(η
5-C
5H
4)
![](/images/glyphs/BO7.GIF)
CH
![](/images/glyphs/BPQ.GIF)
N
![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
NMe
2}] (
1) with palladium(II) salts is reported. Treatment of
1 with the stoichiometric amount of Na
2[PdCl
4] produced:
cis-[Pd{(η
5-C
5H
5)Fe{(η
5-C
5H
4)
![](/images/glyphs/BO7.GIF)
CH
![](/images/glyphs/BPQ.GIF)
N
![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
NMe
2}Cl
2] (
2). However, when the reaction is performed in the presence of sodium acetate it leads to mixtures of
2 and [Pd{[(η
5-C
5H
3)
![](/images/glyphs/BO7.GIF)
CH
![](/images/glyphs/BPQ.GIF)
N
![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
NMe
2]Fe(η
5-C
5H
5)}Cl] (
3). Compound
3 arises from the activation of the σ[Csp
2 (ferrocene)
![](/images/glyphs/BO7.GIF)
H] bond. Further treatment of
3 with deuteriated pyridine (py-
d5) or triphenylphosphine (PPh
3) produced the cleavage of the Pd
![](/images/glyphs/BO7.GIF)
N(amine) bond and the formation of the neutral compounds: [Pd{[(η
5-C
5H
3)
![](/images/glyphs/BO7.GIF)
CH
![](/images/glyphs/BPQ.GIF)
N
![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
NMe
2]Fe(η
5-C
5H
5)}Cl(L)], with L=py-
d5 (
4) or PPh
3 (
5). The reaction of
3 with Tl[BF
4] in acetone followed by the addition of PPh
3 yielded [Pd{[(η
5-C
5H
3)
![](/images/glyphs/BO7.GIF)
CH
![](/images/glyphs/BPQ.GIF)
N
![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
CH
2![](/images/glyphs/BO7.GIF)
NMe
2]Fe(η
5-C
5H
5)}(PPh
3)][BF
4] (
6). NMR-studies reveal that the ligand acts as a neutral bidentate (N,N′) group, in
2, as a monoanionic bidentate [Csp
2 (ferrocene), N]
−, in
4 and
5 or terdentate [Csp
2 (ferrocene),N,N′]
− ligand, in
3 and
6. The X-ray crystal structures of
2 and
3 are also reported and confirm the mode of binding of the ligand to the palladium.