Structure
| TCI Product No. : | B1045 | ||||||||||||||
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| Stock Status : |
Status at 02:00 a.m. on 10 Feb 2012 * Items available from stock in Japan will be delivered in 10 business days |
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| Purity / Analysis Method : | >98.0%(T) | ||||||||||||||
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| M.F. / M.W. : | C16H24Cl2Rh2=493.08 | ||||||||||||||
| CAS Number : | 12092-47-6 | ||||||||||||||
| Related CAS Number : | |||||||||||||||
| MDL Number : | MFCD00012415 | ||||||||||||||
Rhodium-Catalyzed Cross-coupling of Organoboron Compounds with Vinyl Acetate Typical procedure: Under nitrogen atmosphere, a mixture of an arylboron compounds (0.50 mmol), [RhCl(cod)]2 (6.2 mg, 13 μmol), DPPB (11.7 mg, 28 μmol), and K3PO4 (320 mg, 1.5 mmol) is diluted with toluene (2.0 mL). Alkenyl acetate (1.1 or 2.5 mmol) and tert-amyl alcohol (0.55-1.5 mmol) are added into the resulting suspension at room temperature. The mixture is stirred at 100℃ for 24 h and then diluted with hexane (2.0 mL) or EtOAc (2.0 mL). After the filtration through a Celite pad, solvent is removed from the filtrate under reduced pressure. The residue is purified with a flash column chromatography (EtOAc-hexane) to give the desired product. 1,2-Addition of Chiral Secondary and Tertiary Alkyl Trifluoroborate Typical procedure: A dry Schlenk tube flask is charged with the potassium trifluoroborate salt (0.45 mmol), [RhCl(cod)]2 (2.5 mol%, 3.6 mg) and the aldehyde (0.3 mmol). After cycles of vacuum and nitrogen (3 cycles), deoxygenated 1,4-dioxane (1.4 mL) and deoxygenated H2O (240 μL) are added. The reaction mixture is stirred at 60-100ºC and the progress of the reaction is checked by TLC. The mixture is cooled to room temperature, saturated NH4Cl solution is added, and then the mixture is extracted with EtOAc. The combined organic layers are dried over MgSO4. Concentration and purification through silica gel column chromatography gives the products. |
| EC Number : | 235-157-6 |
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| Signal Word : | Warning |
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| Pictogram : |
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| GHS H Statement : | Causes skin irritation. Causes serious eye irritation. |
| GHS P Statement : | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF ON SKIN: Gently wash with plenty of soap and water. If skin irritation occurs: Get medical advice/attention. Wash hands thoroughly after handling. If eye irritation persists: Get medical advice/attention. Take off contaminated clothing and wash before reuse. |
| R36/37/38 : | Irritating to eyes, respiratory system and skin. |
| S26 : | In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| S36 : | Wear suitable protective clothing. |
| Related Categories : |
Structure of Chemicals
Classes of Metal Compounds
Transition Metal Compounds
Rh (Rhodium) Compounds
Synthetic Organic Chemistry Catalysts for Organic Synthesis Homogeneous Catalysts Metal Complexes Synthetic Organic Chemistry Catalysts for Organic Synthesis Homogeneous Catalysts Rhodium |
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