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Product Name:4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan
-2-yl)-9,9'-spirobi[fluorene]
CAS:1161009-89-7
Purity:98% HPLC Package:5G,10G,25G,50G,100G,250G,1KG
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| Company Name: |
BAYNOE CHEM CO.,LTD |
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| Products Intro: |
Product Name:2-(9,9'-spirobi[fluorene]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS:1161009-89-7
Package:500g,1kg, 5kg, 10kg，100kg+
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| | 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane Basic information |
| Product Name: | 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane | | Synonyms: | Name: 9,9'-Spirobi[9H-fluoren]-4-ylboronic acid pinacol ester;4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane;9,9'-Spirobi[9H-fluoren]-4-ylboronic acid pinacol ester;2-(9,9'-spirobi[fluorene]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(9,9'-Spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9'-spirobi[fluorene];1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-;(9,9'-Spirobi[fluoren]-4-yl)boronic Acid Pinacol Ester | | CAS: | 1161009-89-7 | | MF: | C31H27BO2 | | MW: | 442.36 | | EINECS: | | | Product Categories: | | | Mol File: | 1161009-89-7.mol | ![4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane Structure](CAS/20180703/GIF/1161009-89-7.gif) |
| | 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane Chemical Properties |
| Melting point | 216.0 to 220.0 °C | | Boiling point | 585.6±29.0 °C(Predicted) | | density | 1.23±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | form | powder to crystal | | color | White to Almost white |
| | 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane Usage And Synthesis |
| Uses | 4-(9,9''-Spirobifluorenyl)pinacolboronate acts as a reagent in the synthesis of new blue dual-core OIED emitters using Suzuki coupling reactions with (spirobifluorenyl)pinacolboronate or (borophenyl)carbazole. | | Synthesis | General procedure for the synthesis of 2-(9,9'-spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolanes from 4-bromo-9,9'-spirobi(fluorene) and bipinacolate:
1. 60 g (152 mmol) of 4-bromo-9,9'-spirobifluorene, 47.2 g (182.1 mmol) of pinacol ester of bisboronic acid, 3.72 g (4.55 mmol) of 1,1'-bis(diphenylphosphino)-ferrocene-palladium(II) dichloromethane complex and 44.7 g (455 mmol) of potassium acetate were dissolved in 600 ml of toluene.
2. The reaction mixture was heated under reflux conditions for 16 hours.
3. After completion of the reaction, cool to room temperature, add 200 ml of water and continue stirring for 30 minutes.
4. Separate the organic phase and filter through a short diatomaceous earth bed.
5. The solvent was removed by pressure reducing distillation.
6. The residue was purified by multiple recrystallization through a heptane/toluene solvent mixture.
7. 67.1 g of product was obtained in 96% yield. | | References | [1] Patent: WO2016/78738, 2016, A1. Location in patent: Page/Page column 66
[2] Patent: WO2012/56919, 2012, A1. Location in patent: Page/Page column 35; 37
[3] Patent: CN108658932, 2018, A. Location in patent: Paragraph 0066; 0067; 0068 |
| | 4,4,5,5-tetramethyl-2-(9,9'-spirobi[9H-fluoren]-4-yl)-1,3,2-Dioxaborolane Preparation Products And Raw materials |
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