Bis(fulvalene)diiron

Bis(fulvalene)diiron

File:Fv2Fe2.svg
Names
Other names Biferrocenylene
Identifiers
CAS Number	11105-90-1 checkY
3D model (JSmol)	Interactive image
ChemSpider	10157150
ECHA InfoCard
E number
PubChem CID	11984650
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/2C10H8.2Fe/c2*1-2-6-9(5-1)10-7-3-4-8-10;;/h2*1-8H;;/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. The compound has attracted some interest for its redox properties.

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:

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

Related compounds

• Biferrocene