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CAS RN: 1092775-62-6 | 产品编码: B6161
(2,2'-Bipyridine)bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN][phenyl-κC]iridium(III) Hexafluorophosphate
纯度/分析方法: >90.0%(HPLC)
- (2,2'-联吡啶)双[3,5-二氟-2-[5-(三氟甲基)-2-吡啶基-κN][苯基-κC]铱(III)六氟磷酸盐
- (2,2'-联吡啶)双[3,5-二氟-2-[5-(三氟甲基)-2-吡啶基]苯基]铱(III)六氟磷酸盐
- Ir[dF(CF3)ppy]2(bpy)PF6
- (2,2'-Bipyridine)bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl]phenyl]iridium(III) Hexafluorophosphate
产品编码 | B6161 |
纯度/分析方法 | >90.0%(HPLC) |
分子式/分子量 | C__3__4H__1__8F__1__6IrN__4P = 1,009.71 |
外观与形状(20°C) | 固体 |
储存温度 | 室温 (15°C以下阴凉干燥处) |
储存在惰性气体下 | 存放于惰性气体之中 |
应避免的情况 | 空气 |
包装和容器 | 1G-Glass Bottle with Plastic Insert (查看图片), 200MG-Glass Bottle with Plastic Insert (查看图片) |
CAS RN | 1092775-62-6 |
PubChem物质ID | 468590950 |
MDL编号 | MFCD28987331 |
Purity(HPLC) | min. 90.0 area% |
象形图 | |
信号词 | Warning |
危险性说明 | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
防范说明 | 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. |
HS编码* | 2843.90-000 |
Used Chemicals
- Methyl Terephthalaldehydate [T0012]
- Ir[dF(CF3)ppy]2(bpy)PF6 [B6161]
- Piperidine
- Boric Anhydride
- Acetonitrile
Procedure
To a solution of methyl terephthalaldehydate (2.00 g, 12.2 mmol, 1.0 eq), Ir[dF(CF3)ppy]2(bpy)PF6 (240 mg, 0.240 mmol, 2.0 mol%), B2O3 (0.849 g, 12.2 mmol, 1.0 eq) in acetonitrile (60 mL) was added piperidine (3.60 mL, 36.6 mmol, 3.0 eq) at rt under N2. The mixture was placed at a distance of 2-3 cm from Blue LED lamp. The solution was stirred at rt under visible light irradiation. After 17.5 hours of irradiation, the reaction mixture was filtered through a plug of celite. The resulting solution was concentrated under reduced pressure. 2 mol/L HCl (30 mL) and ethyl acetate (30 mL) were added to the residue and the resultant mixture were separated. 2 mol/L NaOH (30 mL) was added to the water layer and extracted with ethyl acetate (30 mL). The combined organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure to give a crude product (1.17 g, brown oil). The crude was purified by column chromatography (hexane:ethyl acetate = 99:1 - 79:21 on silica gel) giving compound 1 as a yellow oil (678 mg, y. 48%).
Experimenter’s Comments
Acetonitrile was degassed with nitrogen for 1 hour before use.
Irradiated using 40 W blue LED lamps (3 cm away, with cooling fan to keep the reaction at room temperature).
The reaction mixture was monitored by 1H NMR.
Analytical Data(Compound 1)
1H NMR (400 MHz, CDCl3); δ 7.92 (d, J = 8.2 Hz, 2H), 7.34 (d, J = 8.2 Hz, 2H), 3.84 (s, 3H), 3.44 (s, 2H), 2.30 (brs, 4H), 1.54-1.48 (m, 4H), 1.40-1.37 (m, 2H).
13C NMR (101 MHz, CDCl3); δ 166.8, 144.1, 129.3, 128.7, 128.5, 63.2, 54.3, 51.7, 25.7, 24.1.
Lead Reference
- Photoredox-catalyzed Direct Reductive Amination of Aldehydes without an External Hydrogen/Hydride Source
Other References
- Reductive Amination by Photoredox Catalysis and Polarity-Matched Hydrogen Atom Transfer
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