Structure
| TCI Product No. : | D0905 | ||||||||||||||
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| Stock Status : |
Status at 02:00 a.m. on 11 Feb 2012 * Items available from stock in Japan will be delivered in 10 business days |
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| Purity / Analysis Method : | >99.0%(T) | ||||||||||||||
| Storage : | |||||||||||||||
| M.F. / M.W. : | C24H16N2=332.41 | ||||||||||||||
| CAS Number : | 1662-01-7 | ||||||||||||||
| Related CAS Number : | |||||||||||||||
| MDL Number : | MFCD00004976 | ||||||||||||||
| mp : | 221 °C |
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Arylation via C-H Activation using an Organocatalyst Typical Procedure: A mixture of bathophenanthroline (7.6 mg, 23 μmol), sodium tert-butoxide (43.3 mg, 0.451 mmol), 4-iodotoluene (48.6 mg, 0.223 mmol) and benzene (2.4 mL, 27 mmol) in a 35 mL oven-dried pressure-resistant tube is stirred at 155 °C for 6 h. After cooling, the reaction mixture is quenched with a 1 N HCl aqueous solution (4 mL) and extracted with Et2O (10 mL × 3). The combined organic layer is dried over MgSO4, filtered, and concentrated in vacuo. Purification with PTLC (silica gel, hexane : EtOAc = 20 : 1) gives the product (28.4 mg, Y. 76%). Iron-catalyzed direct arylation of benzenes Typical procedure: To a vial is added Fe(OAc)2 (4.3 mg), bathophenanthroline (16.6 mg), and KOt-Bu (112 mg). To the vial is then added iodobenzene (102 mg) and benzene (3.9 g). The reaction was stirred vigorously at room temperature for 20 min and then at 80 ºC for 20 h. Following cooling, 2 mL of CH2Cl2/hexanes (1:1) is added, and the solution is filtered through silica pad. The pad then rinsed with 15 mL of CH2Cl2/hexanes (1:1). The combined solution is concentrated and the crude mixture is purified by column chromatography (eluent: hexanes) to give biphenyl (68.6 mg, 89 %) as a white solid. |
| Beilstein : | 23(5)10,274 |
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| RTECS# : | SF8427000 |
| EC Number : | 216-767-1 |
| S22 : | Do not breathe dust. |
| S24/25 : | Avoid contact with skin and eyes. |
| TCI Product Literature : | |
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| Related Categories : |
Analytical Chemistry
Chelating Reagents
Phenanthrolines
Functional Materials Electroluminescence Functional Materials Electroluminescence Metal Complexes (Electroluminescence) Phenanthrolines Synthetic Organic Chemistry Suzuki-Miyaura Cross-coupling Bases & Additives (for Suzuki-Miyaura Cross-coupling) Functional Materials Reagents for Solar Cell Research Reagents for Dye-sensitised Solar Cell Research Bipyridyls (Dye-sensitised Solar Cell) Synthetic Organic Chemistry Ion-Catalyzed Oraganic Synthesis Ligands Bidentate Nitrogen Ligands |