HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (5-Bromo-3'-(dibenzo[b,d]thiophen-4-yl)-[1,1'-biphenyl]-3-yl)triphenylsilane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 58926930 | HCID 58926930 | — |
| Reactant | 2-(3-(Dibenzo[b,d]thiophen-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 59575355 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (5-Bromo-3'-(dibenzo[b,d]thiophen-4-yl)-[1,1'-biphenyl]-3-yl)triphenylsilane | HCID 86700953 | 80.2% |
Reaction Steps
A solution of 2-(3-(dibenzo[b,d]thiophen-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.00 g, 5.18 mmol), (3,5-dibromophenyl)triphenylsilane (5.12 g, 10.35 mmol), Pd(PPh3)4 (0.120 g, 0.104 mmol), K2CO3 (2.147 g, 15.53 mmol) in toluene (100 mL) and water (20 mL) was refluxed under nitrogen overnight. 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 (2/1 v/v) as eluent to yield (5-bromo-3′-(dibenzo[b,d]thiophen-4-yl)-[1,1′-biphenyl]-3-yl)triphenylsilane (2.8 g, 80% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09184399B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-f5e803d40d754a029eb02fcc6dd6dc4f |
| Source note | uspto-grants-2015_11 |