HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 9-(3'-Bromo-5'-(triphenylsilyl)-[1,1'-biphenyl]-3-yl)-9H-carbazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole | HCID 58690899 | — |
| Reactant | HCID 58926930 | HCID 58926930 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 9-(3'-Bromo-5'-(triphenylsilyl)-[1,1'-biphenyl]-3-yl)-9H-carbazole | HCID 86700952 | 79% |
Reaction Steps
A solution of (3,5-dibromophenyl)triphenylsilane (4.02 g, 8.12 mmol), 9-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole (1.500 g, 4.06 mmol), Pd(PPh3)4 (100 mg, 0.086 mmol), K2CO3 (1.123 g, 8.12 mmol) in toluene (100 mL) and water (20 mL) was refluxed under nitrogen for 24 h. After cooling to room temperature, the organic phase was isolated and the solvent was evaporated. The residue was purified by column chromatography on silica gel with hexane/DCM (9/1 to 4/1, v/v) as eluent and recrystallized from hexane/DCM (9/1, v/v) to yield 9-(3′-Bromo-5′-(triphenylsilyl)-[1,1′-biphenyl]-3-yl)-9H-carbazole (2.1 g, 79%) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09184399B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-0434bdea024c477a82d5ad9c5ebcfc8d |
| Source note | uspto-grants-2015_11 |