Designing Cross‐Coupling Reactions using Aryl(trialkyl)silanes
| Autor: | Tamejiro Hiyama, Yasunori Minami |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
Silanes 010405 organic chemistry Chemistry Aryl Organic Chemistry chemistry.chemical_element General Chemistry Alkylation 010402 general chemistry 01 natural sciences Combinatorial chemistry Catalysis Coupling reaction 0104 chemical sciences chemistry.chemical_compound Polymerization Alkyl Palladium |
| Zdroj: | Chemistry – A European Journal. 25:391-399 |
| ISSN: | 1521-3765 0947-6539 |
| DOI: | 10.1002/chem.201803213 |
| Popis: | Organo(trialkyl)silanes have several advantages, including high stability, low toxicity, good solubility, easy handling, and ready availability compared with heteroatom-substituted silanes. However, methods for the cross-coupling of organo(trialkyl)silanes are limited, most probably because of their exceeding robustness. Thus, a practical method for the cross-coupling of organo(trialkyl)silanes has been a long-standing challenging research target. This article discusses how aryl(trialkyl)silanes can be used in cross-coupling reactions. A pioneering example is CuII catalytic conditions with the use of electron-accepting aryl- or heteroaryl(triethyl)silanes and aryl iodides. The reaction forms biaryls or teraryls. This design concept can be extended to Pd/CuII -catalyzed cross-coupling polymerization reactions between such silanes and aryl bromides or chlorides and to CuI -catalyzed alkylation using alkyl halides. |
| Databáze: | OpenAIRE |
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