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CAS RN: 1058661-78-1 | Product Number: C2347
Chloro[(1,3-dimesitylimidazol-2-ylidene)(N,N-dimethylbenzylamine)palladium(II)]
![Thumbnail of Chloro[(1,3-dimesitylimidazol-2-ylidene)(N,N-dimethylbenzylamine)palladium(II)]](/medias/C2347.jpg?context=bWFzdGVyfHJvb3R8NDk5M3xpbWFnZS9qcGVnfGFERXdMMmd4T1M4NU1qVXpOVGs1TWpFMU5qUTJMME15TXpRM0xtcHdad3xiMTg2MDUxNTFlNzljZDc1MDIwMDA1YmZlMDQ3ZGNhOGNiMTM1ZjkwYmI5YjU3NGMzYjYwMmJhYjkwMTUwY2Qz "Chloro[(1,3-dimesitylimidazol-2-ylidene)(N,N-dimethylbenzylamine)palladium(II)]")
![Chemical Structure of Chloro[(1,3-dimesitylimidazol-2-ylidene)(N,N-dimethylbenzylamine)palladium(II)]](/medias/C2347.jpg?context=bWFzdGVyfHJvb3R8NDcxMzl8aW1hZ2UvanBlZ3xhR013TDJnek9DODVNalV6TlRrNE9USXdOek0wTDBNeU16UTNMbXB3Wnd8NGZiNThmNDFiNjEwMDJjNjM4YjBkZTE4ZWMzMzI4Nzk4ZmMyZTVhZmY5YTUyMjhmZmVhY2NjYWM2MDIzMTk3Mw "Chloro[(1,3-dimesitylimidazol-2-ylidene)(N,N-dimethylbenzylamine)palladium(II)]")
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![Chloro[(1,3-dimesitylimidazol-2-ylidene)(N,N-dimethylbenzylamine)palladium(II)]](/_ui/responsive/theme-tci/images/missing_product_zoom.webp "Chloro[(1,3-dimesitylimidazol-2-ylidene)(N,N-dimethylbenzylamine)palladium(II)]")
Purity: >98.0%(T)
Synonyms:
- SingaCycle™-E1
Product Documents:
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| 200MG |
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| 5G |
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| Product Number | C2347 |
Purity / Analysis Method 
|
>98.0%(T) |
| Molecular Formula / Molecular Weight | C__3__0H__3__6ClN__3Pd = 580.51 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| Packaging and Container
|
1G-Glass Bottle with Plastic Insert (View image), 200MG-Glass Bottle with Plastic Insert (View image) |
| CAS RN | 1058661-78-1 |
| PubChem Substance ID | 87560979 |
Specifications
| Appearance | White to Almost white powder to crystal |
| Purity(Argentometric Titration) | min. 98.0 % |
| Purity(Chelometric back titration) | min. 98.0 % |
| NMR | confirm to structure |
Properties (reference)
GHS
Related Laws:
Transport Information:
| H.S.code* | 2843.90-000 |
Application
N-Heterocyclic Carbene (NHC) Palladium Complex Catalyst
References
- Practical Heck?Mizoroki coupling protocol for challenging substrates mediated by an N-heterocyclic carbene-ligated palladacycle
- N-Heterocycle carbene (NHC)-ligated cyclopalladated N,N-dimethylbenzylamine: a highly active, practical and versatile catalyst for the Heck?Mizoroki reaction
Application
SingaCycle(TM)-E1 –Catalyst for the Heck-Mizoroki Reaction
Typical procedure: Aryl Bromide (1 mmol), olefin (1.2 mmol), K2CO3 (2.0 mmol) and 2 mol% NMP solution of SingaCycle(TM)-E1 (400 µL) are added to a vial with a magnetic stir bar. The atmosphere above the reaction mixture is purged with Ar over 30 sec. The vial is closed with a screw cap, and heated at 140°C with vigorous stirring over 18 h. After cooling, the reaction mixtures are filtered under dilution with CH2Cl2 (total: 20 mL). The crude product is loaded directly over a short pad of silica gel and purified by flash chromatography.
References
- E. A. B. Kantchev, G.-R. Peh, C. Zhang, J. Y. Ying, Org. Lett. 2008, 10, 3949.
- G.-R. Peh, E. A. B. Kantchev, C. Zhang, J. Y. Ying, Org. Biomol. Chem. 2009, 7, 2110.
- J. Y. Ying, E. A. B. Kantchev, PCT Int Appl. WO 2008156451 2008.
- E. A. B. Kantchev, J. Y. Ying, Organometallics 2009, 28, 289.
PubMed Literature
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