Zirconium chloride (ZrCl4), (T-4)- → HCID 178440620, compound

HRID 1017167Notes

Reaction equation

HRID 1017167 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:15]2[CH2:16][C:17]3[C:22]([CH:23]=2)=[CH:21][C:20]([Si:24]([CH3:27])([CH3:26])[CH3:25])=[C:19]([Si:28]([CH3:31])([CH3:30])[CH3:29])[CH:18]=3)[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:32]([Li])[CH2:33][CH2:34][CH3:35].[Cl-:37].[Cl-].[Cl-].[Cl-].[Zr+4:41]>C(OCC)C>[Cl-:37].[Cl-:37].[C:11]([C:9]1[CH:8]=[C:7]([C:15]2[CH:16]([Zr+2:41][CH:32]3[C:22]4[C:35](=[CH:18][C:19]([Si:28]([CH3:31])([CH3:30])[CH3:29])=[C:20]([Si:24]([CH3:25])([CH3:26])[CH3:27])[CH:21]=4)[CH:34]=[C:33]3[C:7]3[CH:8]=[C:9]([C:11]([CH3:13])([CH3:12])[CH3:14])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:6]=3)[C:17]3[C:22]([CH:23]=2)=[CH:21][C:20]([Si:24]([CH3:27])([CH3:26])[CH3:25])=[C:19]([Si:28]([CH3:31])([CH3:30])[CH3:29])[CH:18]=3)[CH:6]=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[CH:10]=1)([CH3:14])([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 9856075Zirconium chloride (ZrCl4), (T-4)-HCID 17904837HCID 17904837, compoundHCID 178418339Butyllithium

Product 1

HCID 178440620HCID 178440620, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
-78 °C

Procedure

2-(3,5-Di-t-butylphenyl)-5,6-bis-trimethylsilylindene (1.5 g, 3.35 mmol) was dissolved in diethyl ether (100 mL) and cooled to −78° C. Butyllithium (2.1 mL of a 1.6 M solution in hexanes, 3.35 mmol) was added dropwise, causing a slight color change from yellow to yellow orange. The reaction was warmed to room temperature and allowed to stir for 2 hours. The flask was taken into a drybox where ZrCl4 (389 mg, 1.67 mmol) was added to the reaction in one portion at room temperature. The reaction was stirred overnight at room temperature The yellow suspension, was cooled to 0° C. and filtered through celite. The celite bed was washed with methylene chloride until the washings ran clear. The yellow methylene chloride solution was evaporated under vacuum to give a yellow powder that was roughly 20% unreacted ligand. The sample was used without further purification (1.25 g total, about 1.1 g bis(2-(3,5-di-t-butylphenyl)-5,6-bis(trimethylsilyl)indenyl)zirconium dichloride, 1.04 mmol, 62%).

Workup

  1. temperatureThe reaction was warmed to room temperature
  2. additionwas added to the reaction in one portion at room temperature
  3. stirringThe reaction was stirred overnight at room temperature The yellow suspension
  4. temperaturewas cooled to 0° C.
  5. filtrationfiltered through celite
  6. washThe celite bed was washed with methylene chloride until the washings
  7. customThe yellow methylene chloride solution was evaporated under vacuum
  8. customto give a yellow powder that
  9. customThe sample was used without further purification (1.25 g total, about 1.1 g bis(2-(3,5-di-t-butylphenyl)-5,6-bis(trimethylsilyl)indenyl)zirconium dichloride, 1.04 mmol, 62%)

Sources & evidence

ORD record
ord-4733a52b47aa4f8eb3cfe4812de72214
Source dataset
uspto-grants-2002_11
Patent number
US06479424B1

Reaction notes

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