Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,7-Dibromo-9,9-di-n-octylfluorene | HCID 5215321 | — |
| Reactant | 2-Dihydroxyboranyl-9,9-dioctylfluorene | HCID 11133844 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 22065805 | HCID 22065805 | 66% |
Reaction Steps
A mixture of 9,9-bis(n-octyl)fluoren-2-yl-boronic acid (2a) (2.0 g, 4.60 mmol), 2,7-dibromo-9,9-bis(n-octyl)fluorene (3a) (4.0 g, 7.32 mmol), Pd(PPh3)4 (50 mg, 0.043 mmol), Na2CO3 (2.0 M aqueous solution, 12.0 mL, 24.0 mmol), and toluene (20 mL) is stirred at 90° C. for 2 days. After the mixture is cooled to room temperature, 200 mL of petroleum ether is added to the reaction mixture. The organic portion is separated and washed with brine before drying over anhydrous MgSO4. The solvent is evaporated off, and the solid residues are purified by column chromatography on silica gel with petroleum ether to afford 7-bromo-9,9,9′,9′-tetra-n-octyl-2,2′-bifluorene (4a) as a white solid (2.52 g, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07057009B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-1a4941c5a3c14dc2a96fd95684f0cd25 |
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| Source note | uspto-grants-2006_06 |
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