Bis(eta-cyclopentadienyl) iron → HCID 178440574, compound

HRID 399347Notes

Reaction equation

HRID 399347 reaction equation
[CH-:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH-:6]1[CH:10]=[CH:9][CH:8]=[CH:7]1.[Fe+2:11].C([Li])CCC.CN(C)CCN(C)C.[C:25]([C:29]1[CH:53]=[C:52]([C:54]([CH3:57])([CH3:56])[CH3:55])[C:32]2[O:33][P:34](Cl)[O:35][C:36]3[C:42]([C:43]([CH3:46])([CH3:45])[CH3:44])=[CH:41][C:40]([C:47]([CH3:50])([CH3:49])[CH3:48])=[CH:39][C:37]=3[CH2:38][C:31]=2[CH:30]=1)([CH3:28])([CH3:27])[CH3:26]>CCCCCC.O1CCCC1>[C:25]([C:29]1[CH:53]=[C:52]([C:54]([CH3:57])([CH3:56])[CH3:55])[C:32]2[O:33][P:34]([C-:1]3[CH:5]=[CH:4][CH:3]=[CH:2]3)[O:35][C:36]3[C:42]([C:43]([CH3:45])([CH3:44])[CH3:46])=[CH:41][C:40]([C:47]([CH3:50])([CH3:49])[CH3:48])=[CH:39][C:37]=3[CH2:38][C:31]=2[CH:30]=1)([CH3:28])([CH3:27])[CH3:26].[C-:6]1([P:34]2[O:35][C:36]3[C:42]([C:43]([CH3:44])([CH3:45])[CH3:46])=[CH:41][C:40]([C:47]([CH3:50])([CH3:48])[CH3:49])=[CH:39][C:37]=3[CH2:38][C:31]3[CH:30]=[C:29]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH:53]=[C:52]([C:54]([CH3:57])([CH3:56])[CH3:55])[C:32]=3[O:33]2)[CH:10]=[CH:9][CH:8]=[CH:7]1.[Fe+2:11]

Participants

7

Reactant 4

HCID 7611Bis(eta-cyclopentadienyl) ironHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 128566622,4,8,10-tetrakis(tert-butyl)-6-chloro-12H-dibenzo[d,g][1,3,2]dioxaphosphocinHCID 178418339Butyllithium

Product 1

HCID 178440574HCID 178440574, compoundYield 58.5%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent2×

Procedure

The general procedure of Example 1 is followed using 3.5 g (18.8 mmol) of ferrocene in 30 mL of hexane, 25 mL of a 1.6M hexane solution of n-butyl lithium, 4.5 g (38.7 mmol) of N,N,N',N'-tetramethylethylenediamine and 20 g (41 mmol) of 2,4,8,10-tetrakis(tert-butyl)-6-chloro-12H-dibenzo[d,g][1,3,2]dioxaphosphocin in 100 mL of tetrahydrofuran. The residue is triturated with hexane and the resultant solid is recrystallized from an acetonitrile/tetrahydrofuran mixture to give 12 g (58.5% yield) of a light brown solid.

Workup

  1. customThe residue is triturated with hexane
  2. customthe resultant solid is recrystallized from an acetonitrile/tetrahydrofuran mixture

Sources & evidence

ORD record
ord-82f41568da5245568c957042e999a74f
Source dataset
uspto-grants-1998_10
Patent number
US05817850

Reaction notes

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