Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Pinacol | HCID 6425 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | [9,9-Bis(2-ethylhexyl)-9H-fluorene-2,7-diyl]diboronic acid | HCID 3463751 | — |
| Product | HCID 12104084 | HCID 12104084 | 37.7% |
Reaction Steps
Pinacol (0.43 g, 3.66 mmol) and 9,9-di(2′-ethylhexyl)fluorene-2,7-diboronic acid (0.5 g, 1.05 mmol) were dissolved in anhydrous toluene (30 mL) and, after heating to 80° C., the mixture was stirred for 4 hours. After the reaction was terminated, the produced compound was extracted with distilled water and dichloromethane, dried with anhydrous MgSO4 and filtered under reduced pressure. The final product 2,7-bis(4,4,5,5,-tetramethyl[1.3.2]dioxaborolan-2-yl)-9,9-bis(2-ethylhexyl)-fluorene (0.28 g, yield: 37.7%) was obtained by column chromatography (n-hexane:dichloromethane=3:1). 1H NMR (300 MHz, CDCl3, ppm): δ 7.84-7.69 (m, 6H), 2.00 (d, J=5.3 Hz, 4H), 1.36 (s, 24H), 0.86-0.50 (m, 22H), 0.48-0.45 (m, 8H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08519087B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-3120b9e3969b4aebbb85d78401055b98 |
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| Source note | uspto-grants-2013_08 |
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