Bis(fulvalene)diiron

Bis(fulvalene)diiron
Names
	Other names Biferrocenylene
Identifiers
CAS Number	11105-90-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	10157150;
PubChem CID	11984650;
	InChI InChI=1S/2C10H8.2Fe/c21-2-6-9(5-1)10-7-3-4-8-10;;/h21-8H;;/q-6;-2;; Key: RQVWSKGUQRKYKR-UHFFFAOYSA-N;
	SMILES C1=C[C-](C=C1)[C-]2C=CC=C2.[Fe+2].[Fe+2].C1=C[C-](C=C1)[C-]2C=CC=C2;
Properties
Chemical formula	C20H16Fe2
Molar mass	368.038 g·mol−1
Appearance	orange solid
Density	1.76 g/cm3
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Bis(fulvalene)diiron is the organoiron complex with the formula (C₅H₄-C₅H₄)₂Fe₂. Structurally, the molecule consists of two ferrous centers sandwiched between fulvalene dianions. The compound is an orange solid with lower solubility in benzene than ferrocene. Its structure has been verified by X-ray crystallography.^[1] The compound has attracted some interest for its redox properties.^[2]

Preparation

It was first prepared by Ullmann coupling of 1,1'-diiodoferrocene using copper but subsequent work produces the complex is 20-40% yield from dilithiofulvalene and ferrous chloride:^[3]

2 (C₅H₄Li)₂ + 2 FeCl2 → (C₅H₄-C₅H₄)₂Fe₂ + 4 LiCl

Related compounds

Biferrocene

References

[1]

[2]

[3]

Names

Other names Biferrocenylene
Identifiers
CAS Number	11105-90-1^Y
3D model (JSmol)	Interactive image
ChemSpider	10157150
PubChem CID	11984650
InChI InChI=1S/2C10H8.2Fe/c21-2-6-9(5-1)10-7-3-4-8-10;;/h21-8H;;/q-6;-2;; Key: RQVWSKGUQRKYKR-UHFFFAOYSA-N
SMILES C1=C[C-](C=C1)[C-]2C=CC=C2.[Fe+2].[Fe+2].C1=C[C-](C=C1)[C-]2C=CC=C2
Properties
Chemical formula	C₂₀H₁₆Fe₂
Molar mass	368.038 g·mol⁻¹
Appearance	orange solid
Density	1.76 g/cm³
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references