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CAS RN: 864163-80-4 | Product Number: B4944
(2,2'-Bipyridine)bis[2-(2,4-difluorophenyl)pyridine]iridium(III) Hexafluorophosphate
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![(2,2'-Bipyridine)bis[2-(2,4-difluorophenyl)pyridine]iridium(III) Hexafluorophosphate](/_ui/responsive/theme-tci/images/missing_product_zoom.jpg "(2,2'-Bipyridine)bis[2-(2,4-difluorophenyl)pyridine]iridium(III) Hexafluorophosphate")
Purity: >80.0%(HPLC)
Synonyms:
- Ir[(dFppy)2(bpy)]PF6
Product Documents:
| Size | Unit Price | Same Day | 2-3 Business Days | Other Lead Time |
Shipping Information
|
|---|---|---|---|---|---|
| 200MG |
₩623,500
|
9 | 26 | Contact Us |
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* The storage conditions are subject to change without notice.
* The storage conditions are subject to change without notice.
| Product Number | B4944 |
| Purity / Analysis Method | >80.0%(HPLC) |
| Molecular Formula / Molecular Weight | C__3__2H__2__0F__1__0IrN__4P = 873.71 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| Packaging and Container | 200MG-Glass Bottle with Plastic Insert (View image) |
| CAS RN | 864163-80-4 |
| Reaxys Registry Number | 20153920 |
| PubChem Substance ID | 354333555 |
Specifications
| Appearance | Light yellow to Brown powder to crystal |
| Purity(HPLC) | min. 80.0 area% |
Properties (reference)
| Maximum Absorption Wavelength | 500(CH2Cl2) nm |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. |
Related Laws:
Transport Information:
| H.S.code* | 2843.90-000 |
Application
TCI Practical Example: C(sp3)-H arylation catalyzed by photoredox catalyst
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Used Chemicals
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- Methyl Pentafluorobenzoate [P1418]
- (2,2'-Bipyridine)bis[2-(2,4-difluorophenyl)pyridine]iridium(III) Hexafluorophosphate (= Ir[(dFppy)2(bpy)]PF6) [B4944]
- Quinuclidine [Q0062]
- Tetrahydrofuran
- Dipotassium Hydrogenphosphate
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Procedure
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To a solution of quinuclidine (22.4 mg, 0.201 mmol, 0.20 eq), Ir[(dFppy)2(bpy)]PF6 (18.0 mg, 0.0165 mmol, 1.7 mol%), K2HPO4 (0.358 g, 2.07 mmol, 2.1 eq) in THF (10 mL) was added methyl pentafluorobenzoate (0.146 mL, 1.00 mmol, 1.0 eq) at rt under N2. The mixture was placed at a distance of 2-3 cm from Blue LED lamp. The orange solution was stirred at rt under visible light irradiation. After 4.5 hours of irradiation, the solvent was removed in vacuo. The residue was diluted with dichloromethane and filtered through a silica gel pad. The filtrate was concentrated and purified by column chromatography (hexane : ethyl acetate on silica gel, hexane : ethyl acetate = 9 : 1 → 20 : 3), giving compound 1 as a colorless oil (125 mg, y. 45%).
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Experimenter’s Comments
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Tetrahydrofuran was degassed with nitrogen for 1 hour before use.
Irradiation of visible light was performed with Kessil A160WE Tuna Blue 40W×2.
The reaction mixture was monitored by 1H NMR, TLC (hexane : ethyl acetate = 10 : 1, Rf = 0.26).
The reaction was performed at rt, however the internal temperature rose up to 40 ˚C due to the insufficient cooling. Neverthelss, the reaction proceeded without any problems.
Analytical Data（Compound 1）
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- 1H NMR (400 MHz, CDCl3); δ 5.27 (t, J = 7.8 Hz, 1H), 4.09 (q, J = 7.3 Hz, 1H), 3.97 (s, 3H), 3.99−3.90 (m, 1H), 2.40−2.31 (m, 1H), 2.24−2.15 (m, 1H), 2.11-2.06 (m, 2H).
13C NMR (101 MHz, CDCl3); δ 160.2, 145.8, 143.4, 124.8, 104.5, 71.7, 69.4, 53.3, 32.4, 27.0.
19F NMR (376.5 MHz, CDCl3); δ −140.34 (d, J = 23 Hz, 2F), −142.95 (d, J = 23 Hz, 2F).
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Lead Reference
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- Direct C-H Multifluoroarylation of Ethers through Hydrogen Atom Transfer Using Photoredox Catalysis
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Other References
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- A Retrosynthetic Approach for Photocatalysis
Articles/Brochures
TCIMAIL
[TCIMAIL No.171] Visible Light Photoredox Catalysts[TCI Practical Example] C(sp3)-H Arylation Catalyzed by the Photoredox Catalyst
[Product Highlights] Visible Light Photoredox Catalysts Useful for Chemical Modifications
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