Ferrocene-containing dendrimers

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Figure 1. A 54-ferrocene dendrimer 54-ferrocene dendrimer.png
Figure 1. A 54-ferrocene dendrimer

Ferrocene-containing dendrimers are dendrimers that contain ferrocene substituents. Some ferrocene-containing dendrimers feature ferrocene cores and others do not. All feature with peripheral ferrocene groups. [1] [2]

Contents

Synthesis

Ferrocene-containing dendrimers can be synthesized by both convergent and divergent methods. Some of the first dendrimers of this type, were made by attaching ferrocene units to small silicon containing dendrimers. [3]

Dendrimers with peripheral ferrocene groups are usually synthesized by attaching ferrocene to the core by either olefin metathesis or by hydrosilylation. [1] As an example, tetraallylsilane undergoes Pt-catalyzed hydrosilylation to form the core. This core was then reacted with ferrocenyllithium to form 1. [4] Convergent approaches can also be used to make dendrimers with peripheral ferrocene. As an example, figure 1 shows a 54-ferrocene dendrimer which was synthesized by a fast convergent approach. [5]

Synthesis of compound 1 Sheme 1 ferrocene dendrimer.png
Synthesis of compound 1
A 10-ferrocene dendrimer. Decaferrocenyl ferrocene.png
A 10-ferrocene dendrimer.

Dendrimers with ferrocene cores have been synthesized by decorating suitably functionalized ferrocenes, e.g., decaallylferrocene. [1]

Synthesis of compound 1 Dendrimer core ferrocene.png
Synthesis of compound 1

Properties and applications

Figure 3. An asymmetric dendrimer with a ferrocene core Asymmetric Dendrimer containing a ferrocene.png
Figure 3. An asymmetric dendrimer with a ferrocene core

No applications have been identified for ferrocene-containing dendrimers. They exhibit multielectron redox indicating that the ferrocenyl moieties are essentially noninteracting redox centers. [4] [5]

See also

References

  1. 1 2 3 Muller, C. et al., J. Organomet. Chem., 2000, 600, 127-143
  2. Cardona, M. C.; Kaifer, A. E.; "Asymmetric Redox-Active Dendrimers Containing a Ferrocene Subunit. Preparation, Characterization, and Electrochemistry", J. Am. Chem. Soc., 1998, 120 (16), 4023-4024
  3. Hudson, R.D.A, J. Organomet. Chem., 637-639 (2001), 47-69
  4. 1 2 Alonso B. et al., Chem. Commun., 1994, 2575-2576
  5. 1 2 Nlate, S. et al., "Ferrocenylsilylation of Dendrons: A Fast Convergent Route to Redox-Stable Ferrocene Dendrimers", Chem. Commun., 2000, 417-418