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CAS RN: 873779-78-3 | 產品號碼: C2422
Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I)
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| 產品號碼 | C2422 |
| 純度/分析方法 | >97.0%(T) |
| 分子式 / 分子量 | C__2__1H__2__4ClCuN__2 = 403.43 |
| 外觀與形狀（20°C） | Solid |
| 儲存條件 | Frozen (<0°C) |
| 應避免的情況 | Heat Sensitive |
| 包裝和容器 | 1G-Glass Bottle with Plastic Insert （閲覽圖片）, 200MG-Glass Bottle with Plastic Insert （閲覽圖片） |
| CAS RN | 873779-78-3 |
| PubChem Substance ID | 125307392 |
產品規格
| Appearance | White to Light yellow powder to crystal |
| Purity(Chelometric Titration) | min. 97.0 % |
性質
| 熔點 | 277 °C |
GHS
相關法規
運輸資料
| HS編碼* | 2933.29-000 |
Application
N-Heterocyclic Carbene (NHC) Copper Complex Catalyst
References
- Efficient boron?copper additions to aryl-substituted alkenes promoted by NHC?based catalysts. enantioselective Cu-catalyzed hydroboration reactions
- Copper(I) 1,2,3-triazol-5-ylidene complexes as efficient catalysts for click reactions of azides with alkynes
- Allylic substitution reactions with Grignard reagents catalyzed by imidazolium and 4,5-dihydroimidazolium carbene?CuCl complexes
Application
(IMes)-copper complex catalyzed methylenation of cinnamaldehydes
Typical procedure (R = H):
To a solution of (IMes)-Cu complex catalyst (20.2 mg, 0.050 mmol) and triphenylphosphine (288 mg, 1.10 mmol) in dioxane (10 mL) at 25 °C is added 2-propanol (84 µL, 1.1 mmmol) followed by trans-cinnamaldehyde (125 µL, 1.00 mmol) and the trimethylsilyldiazomethane solution (1.4–2.0 mmol) under inert atmosphere. The resulting mixture is then heated at 60 °C for 2 h. Afterward, 3% H2O2 (10 mL) is added and the organic layer is extracted with ether (3 x 20 mL). The combined organic layers are washed with brine (2 x 20 mL) and dried over MgSO4. The filtrate is removed under reduced pressure and the residue is purified by flash chromatography on silica gel (eluent: 1% EtOAc/hexanes) to give 1-phenyl-1,3-butadiene (100 mg, Y.77%) as a colorless oil.
To a solution of (IMes)-Cu complex catalyst (20.2 mg, 0.050 mmol) and triphenylphosphine (288 mg, 1.10 mmol) in dioxane (10 mL) at 25 °C is added 2-propanol (84 µL, 1.1 mmmol) followed by trans-cinnamaldehyde (125 µL, 1.00 mmol) and the trimethylsilyldiazomethane solution (1.4–2.0 mmol) under inert atmosphere. The resulting mixture is then heated at 60 °C for 2 h. Afterward, 3% H2O2 (10 mL) is added and the organic layer is extracted with ether (3 x 20 mL). The combined organic layers are washed with brine (2 x 20 mL) and dried over MgSO4. The filtrate is removed under reduced pressure and the residue is purified by flash chromatography on silica gel (eluent: 1% EtOAc/hexanes) to give 1-phenyl-1,3-butadiene (100 mg, Y.77%) as a colorless oil.
References
產品文件 （部分產品的分析圖譜無法提供，敬請諒解。）