Bis(eta-cyclopentadienyl) iron → HCID 178520619, compound

HRID 1183845Notes

Reaction equation

HRID 1183845 reaction equation
[SiH3][C-:2]1[CH:6]=[CH:5][CH:4]=[CH:3]1.[CH-:7]1[CH:11]=[CH:10][CH:9]=[CH:8]1.[Fe+2:12].C[SiH](C)CCCC[C-]1C=CC=C1.[CH-]1C=CC=C1.[Fe+2].[CH-]1C=CC=C1.[CH-]1C=CC=C1.[Fe+2].[Cl:42][CH2:43][CH2:44][CH2:45][C:46](Cl)=[O:47]>[Cl-].[Al+3].[Cl-].[Cl-]>[Cl:42][CH2:43][CH2:44][CH2:45][C:46]([C-:2]1[CH:6]=[CH:5][CH:4]=[CH:3]1)=[O:47].[CH-:7]1[CH:11]=[CH:10][CH:9]=[CH:8]1.[Fe+2:12]

Participants

6

Reactant 4

HCID 7611Bis(eta-cyclopentadienyl) ironHCID 783704-Chlorobutyryl chlorideHCID 178504351HCID 178504351, compound2×HCID 178506422HCID 178506422, compound

Product 1

HCID 178520619HCID 178520619, compound

Reagents, catalysts & solvents 1

HCID 6451240Aluminum(III) ChlorideCatalyst

Procedure

In a specific embodiment, a silylferrocene compound such as 4-(dimethylsilyl)butylferrocene can be prepared. The process for the preparation of 4-(dimethylsilyl)butylferrocene comprises (a) treating ferrocene with 4-chlorobutyryl chloride, in the presence of aluminum chloride catalyst and an organic solvent to obtain the acylated product, 4-chlorobutyroylferrocene; (b) reduction of 4-chlorobutyroylferrocene to yield 4-chlorobutylferrocene, using without limitation a Clemmensen type reduction; (c) treating 4-chlorobutylferrocene with a metal such as a magnesium under Grignard reaction conditions to form the corresponding Grignard intermediate compound which when reacted with chlorodimethylsilane in-situ yields 4-(dimethylsilyl)butylferrocene.

Sources & evidence

ORD record
ord-b9cfaa6ed5ab47d5bdb72355347808fd
Source dataset
uspto-grants-2014_03
Patent number
US08664417B2

Reaction notes

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