CAS RN: 60804-75-3 | Product Number: T3208
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|Purity / Analysis Method||>98.0%(HPLC)|
|Molecular Formula / Molecular Weight||C__3__6H__2__4F__1__2N__6P__2Ru = 931.63|
|Physical State (20 deg.C)||Solid|
|Store Under Inert Gas||Store under inert gas|
|Condition to Avoid||Air Sensitive|
|Reaxys Registry Number||16803830|
|PubChem Substance ID||253660837|
|Appearance||Light yellow to Brown powder to crystal|
|Purity(HPLC)||min. 98.0 area%|
|Elemental analysis(Nitrogen)||8.50 to 9.50 %|
|Maximum Absorption Wavelength||445(DMSO) nm|
|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.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
A 3-neck round bottom flask was charged with 1 (0.1 g, 0.5 mmol, 1 eq), 1,1-diphenylethylene (0.2 g, 1 mmol, 2 eq), Ru(phen)3(PF6)2 (0.009 g, 0.01 mmol, 2 mol%), degassed acetone (12.5 mL) at rt under N2. The mixture was placed at a distance of 2-3 cm from Blue LED lamp with a cooling fan. The reaction mixture was stirred at rt under visible light irradiation. After 19 h of irradiation, the solvent was removed in vacuo, giving crude as a blown oil (0.32 g). The crude was purified by silica gel column chromatography (hexane:ethyl acetate = 10:1, Rf = 0.57) to give compound 2 as a colorless sticky solid (0.12 g, y. 60%)
- Acetone was degassed with nitrogen for 30 min before use.
- Irradiation of visible light was performed with Kessil A160WE Tuna Blue 40Wx2.
- Temperature of the reaction mixture was maintained at rt by a cooling fan.
- The reaction mixture was monitored by 1H NMR and TLC.
1H NMR (400 MHz, CDCl3); δ 7.33−7.27 (m, 4H), 7.20−7.12 (m, 4H), 7.00−6.98 (m, 2H), 6.83−6.78 (m, 4H), 4.54 (d, J = 9.2 Hz, 1H), 4.28−4.01 (m, 3H), 3.49-3.36 (m, 1H), 2.66 (t, J = 10.5 Hz, 1H),1.20 (t, J = 7.3 Hz, 3H).
13C NMR (101 MHz, CDCl3); δ 193.4, 161.8 (d, JC‑F = 247.49 Hz), 161.3, 161.0, 150.0, 140.8, 133.8 (d, JC‑F = 2.9 Hz), 130.3 (d, JC‑F = 7.7 Hz), 128.5, 128.4, 128.0, 126.4, 126.1, 114.6 (d, JC‑F = 21.1 Hz), 62.5, 53.6, 52.9, 44.0, 33.7, 14.5.
19F NMR (376 MHz, CDCl3); δ -116.39 (s, 1F).
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- Direct Synthesis of β,γ-Unsaturated α-Keto Esters from Aldehydes and Pyruvates
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