2,2'-(9H-fluorene-2,6-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) synthesis
- Product Name:2,2'-(9H-fluorene-2,6-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
- CAS Number:467219-11-0
- Molecular formula:C25H32B2O4
- Molecular Weight:418.14
16433-88-8
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Yield:467219-11-0 96.9%
Reaction Conditions:
with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium acetate in dimethyl sulfoxide at 100; for 24 h;Inert atmosphere;
Steps:
3 Example 3: Preparation of 2,7-dithienylfluorene (LD-3)
Add the substrate 2,7-dibromofluorene (2g, 6mmol) to the dry two-necked flask,Double-linked pinacolyl diboron (7.6g, 30mmol), potassium acetate (2.352g, 24mmol)1,1'-bis(diphenylphosphinoferrocene) palladium(II) dichloride (0.246g, 0.3mmol).Then, 30 mL of dimethyl sulfoxide was added, and air was bubbled for 15 minutes under a nitrogen atmosphere. The reaction was kept at 100°C under a nitrogen atmosphere and stirred for 24 hours.After the reaction is completed and the temperature is reduced to room temperature, dichloromethane is extracted,The organic layer was dried with desiccant magnesium sulfate. After removing the solvent under reduced pressure,Petroleum ether/dichloromethane (10:1) through a silica gel column. Gradually increase the polarity from 5:1 to 2:1,Finally get the product2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluorene,The mass is 2.5 g and the yield reaches 96.9%.
References:
CN111253202,2020,A Location in patent:Paragraph 0143-0149
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