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CAS RN: 873779-78-3 | Product Number: C2422
Chloro(1,3-dimesitylimidazol-2-ylidene)copper(I)
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Purity: >97.0%(T)
Synonyms:
- [1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]chlorocopper(I)
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 200MG |
€41.00
|
1 | 7 |
|
| 1G |
€131.00
|
2 | ≥60 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | C2422 |
| Purity / Analysis Method | >97.0%(T) |
| Molecular Formula / Molecular Weight | C__2__1H__2__4ClCuN__2 = 403.43 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Frozen (<0°C) |
| Condition to Avoid | Heat Sensitive |
| CAS RN | 873779-78-3 |
| PubChem Substance ID | 125307392 |
Specifications
| Appearance | White to Light yellow powder to crystal |
| Purity(Chelometric Titration) | min. 97.0 % |
Properties (reference)
| Melting Point | 277 °C |
GHS
Related Laws:
Transport Information:
| HS Number | 2933299090 |
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
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