HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179857Generated: October 31, 2026
Toluene → 9-([1,1':3',1''-Terphenyl]-5'-yl)-10-([2,2'-binaphthalen]-7-yl)anthracene
https://huagongshe.com/reaction/2179857
Participants
| Role | Name | HCID | Charge |
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| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | (1~1~,2~1~:2~3~,3~1~-Terphenyl)-2~5~-ylboronic acid | HCID 14739363 | — |
| Reactant | 9-([2,2'-Binaphthalen]-7-yl)-10-bromoanthracene | HCID 86701352 | — |
| Catalyst | Tricyclohexylphosphine | HCID 75806 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 9-([1,1':3',1''-Terphenyl]-5'-yl)-10-([2,2'-binaphthalen]-7-yl)anthracene | HCID 86701355 | 41.6% |
Reaction Steps
Under the nitrogen atmosphere, [9-([2,2′-binaphthalen]-7-yl)-10-bromoanthracene (2.0 g) as the tenth intermediate compound, [1,1′:3′,1″-terphenyl]-5′-ylboronic acid (1.0 g), Pd(dba)2 (0.03 g), tricyclohexyl phosphine (0.03 g), potassium phosphate (1.3 g), and a mixture solvent of toluene and ethanol (20 ml) (toluene/ethanol=4/1 (volume ratio)) were added to a flask and refluxed for 2 hours. Once the heating is completed, the reaction solution was cooled to room temperature. The reaction was terminated by adding water. The target compound was extracted with toluene. The solvent was distilled off under reduced pressure, and the obtained crude product was purified by silica gel column chromatography (solvent: toluene) and also by active carbon column chromatography (solvent: toluene) to give 9-([1,1′:3′,1″-terphenyl]-5′-yl)-10-([2,2′-binaphthalen]-7-yl)anthracene (1.0 g) as the target compound represented by Formula (1-162). The scheme is shown in the following “Reaction 17”.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09070885B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-6158255d007747f1a36dd87fc4b56f0b |
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| Source note | uspto-grants-2015_06 |
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