HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tris(1,1-dimethylethyl)phosphine → 7-(3,6-Diphenylcarbazol-9-yl)-10-(4,6-diphenyl-1,3,5-triazin-2-yl)-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Reactant | 3,6-Diphenylcarbazole | HCID 3123295 | — |
| Reactant | 7-Bromo-10-(4,6-diphenyl-1,3,5-triazin-2-yl)-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene | HCID 66797951 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | P-Xylene | HCID 7809 | — |
| Product | 7-(3,6-Diphenylcarbazol-9-yl)-10-(4,6-diphenyl-1,3,5-triazin-2-yl)-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene | HCID 66798039 | — |
Reaction Steps
20 g (33.7 mmol) of 7-bromo-10-(4,6-diphenyl-1,3,5-triazin-2-yl)-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene, 12 g (37.6 mmol) of 3,6-diphenyl-9H-carbazole and 23.34 g of Rb2CO3 are suspended in 200 ml of p-xylene. 0.76 g (3.4 mmol) of Pd(OAc)2 and 10.1 ml of a 1 M tri-tert-butylphosphine solution are added to this suspension. The reaction mixture is heated under reflux for 16 h. After cooling, the organic phase is separated off, washed three times with 200 ml of water and subsequently evaporated to dryness. The residue is extracted with hot toluene, recrystallised from toluene and finally sublimed in a high vacuum, the purity is 99.9%. Yield: 20 g (24 mmol), 72% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126970B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-d7b73814c3ac42df8839f373b4033b62 |
| Source note | uspto-grants-2015_09 |