Fluorene → HCID 11133049, Verbindung

HRID 654549

Reaktionsgleichung

Reaktionsgleichung von HRID 654549
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C([Li])CCC.[CH:12]1[C:24]2[CH2:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]=2[CH:15]=[CH:14][CH:13]=1.C1([C:31]2[CH:35]=[CH:34][C:33](=[CH2:36])[C:32]=2[C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)C=CC=CC=1>O1CCCC1.O>[CH:31]1([C:32]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)([C:3]2[CH:2]=[CH:1][CH:6]=[CH:5][CH:4]=2)[CH:23]2[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:16]3[C:24]2=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:35]=[CH:34][CH:33]=[CH:36]1

Komponenten

7

Edukt 4

HCID 6853FluoreneHCID 8058HexaneHCID 22238549Diphenyl FulveneHCID 178418339Butyllithium

Produkt 1

HCID 11133049HCID 11133049, VerbindungAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

12.3 cm3 (30.7 mmol) of a 2.5 molar hexane solution of n-butyllithium were slowly added to a solution of 5.10 g (30.7 mmol) of fluorene in 60 cm3 of tetrahydrofuran at room temperature. After 40 minutes, 7.07 g (30.7 mmol) of diphenylfulvene were added to the orange solution and the mixture was stirred overnight. 60 cm3 of water were added to the dark red solution, whereupon the solution became yellow-colored, and the mixture was extracted with ether. The ether phase was dried over MgSO4 and concentrated and the residue was left to crystallize at -35° C. 5.1 g (42%) of 1-cyclopentadienyl-1-(9-fluorenyl)-diphenylmethane were obtained as a beige powder. 1.25 g (3.15 mmol) of 1-cyclopentadienyl-1-(9-fluorenyl)-diphenylmethane were reacted with 6.3 mmol of butyllithium analogously to Example 1. The dilithium salt was reacted with 1.0 g (3.15 mmol) of HfCl4 analogously to Example 1. Filtration of the orange reaction mixture over a G4 frit and extraction of the filtrate with 100 cm3 of toluene gave 0.70 g (34%) of the hafnocene dichloride complex as a yellow-orange powder. Correct elemental analysis. The mass spectrum gave M+ =644.

Aufarbeitung

  1. extractionthe mixture was extracted with ether
  2. dry with materialThe ether phase was dried over MgSO4
  3. concentrationconcentrated
  4. waitthe residue was left
  5. customto crystallize at -35° C

Quellen und Nachweise

ORD-Eintrag
ord-1f57e80738414375bad77c5388f6fb37
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05132381

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