Bis(cyclooctatetraene)iron
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3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C16H16Fe | |
| Molar mass | 264.149 g·mol−1 |
| Density | 1.42 (from structure) |
| Structure | |
| Monoclinic | |
| Cc or C2/c | |
a = 15.13, b = 10.68, c = 13.98 α = 90°, β = 99.5°, γ = 90°[1]
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Formula units (Z)
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12 |
| Related compounds | |
Related compounds
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Tris(cyclooctatetraene)triiron |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Bis(cyclooctatetraene)iron is an organoiron compound with the formula Fe(C8H8)2, abbreviated Fe(COT)2. It is an air-sensitive black solid that is soluble in diethyl ether and aromatic solvents. The compound decomposes in solution after a few days even under inert atmosphere.[2] It has no known practical applications but has been studied as a soluble source of Fe(0).
Preparation
[edit | edit source]The laboratory synthesis of Fe(COT)2, using Schlenk techniques, involves reduction of ferric acetylacetonate by triethylaluminium in the presence of 1,3,5,7-cyclooctatetraene:[2]
- Fe(C5H7O2)3 + 2 C8H8 + 3 Al(C2H5)3 → Fe(C8H8)2 + 3 Al(C2H5)2(C5H7O2) + 3⁄2 C2H4 + 3⁄2 C2H6
Structure
[edit | edit source]According to analysis by single crystal X-ray crystallography, the two cyclooctatetraene rings bind differently to the Fe center, leading to the description Fe(η4-C8H8)(η6-C8H8). One cyclooctatetraene ring binds to Fe with two adjacent double bonds. This interaction is similar to that in (η4-C8H8)Fe(CO)3. The two planar groups formed by carbon atoms 1,2,7,8 and carbon atoms 3,4,5,6,7 form a dihedral angle of 33°. The second cyclooctatetraene ring binds through three double bonds. The shape and coordination of the lower ring is similar to that in (η6-C8H8)Mo(CO)3. The non-coordinated double bond has a similar bond length as an ordinary double bond.[1]
In solution, Fe(C8H8)2 is a fluxional molecule such that its 1H NMR spectrum consists of a singlet at room-temperature.[1]