Reaktion #490333

Reaktionsgleichung

9H-carbazole

bis(3-bromophenyl)diphenylsilane

sodium tert-butoxide

→

9-(3-((3-bromophenyl)diphenylsilyl)phenyl)-9H-carbazole

Ausbeute 49.0%

Lösungsmittel

xylene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed under nitrogen overnight
2. 2
   Sonstigethe organic solution was isolated by filtration
3. 3
   SonstigeUpon evaporation of the solvent
4. 4
   Sonstigethe crude product was purified by column chromatography on silica gel with hexane:EtOAc (9:1

Vorschrift

A suspension of 9H-carbazole (3.60 g, 21.53 mmol), bis(3-bromophenyl)diphenylsilane (21.28 g, 43.1 mmol), Pd2(dba)3 (0.394 g, 0.431 mmol), 1,1′-Bis(diphenylphosphino)ferrocene (dppf, 0.394 g, 0.431 mmol) and sodium tert-butoxide (4.14 g, 43.1 mmol) in xylene (150 mL) was refluxed under nitrogen overnight. After cooling to room temperature, the organic solution was isolated by filtration. Upon evaporation of the solvent, the crude product was purified by column chromatography on silica gel with hexane:EtOAc (9:1, v/v) as eluent to yield 9-(3-((3-bromophenyl)diphenylsilyl)phenyl)-9H-carbazole (6.1 g, 49%) as white solid

Quelle