Para-Selective, Iridium-Catalyzed C–H Borylations of Sulfated Phenols, Benzyl Alcohols, and Anilines Directed by Ion-Pair Electrostatic Interactions
| Autor: | Robert E. Maleczka, Jose R. Montero Bastidas, Thomas J. Oleskey, Milton R. Smith, Susanne L. Miller |
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| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
Models
Molecular Static Electricity chemistry.chemical_element 010402 general chemistry Iridium 01 natural sciences Biochemistry Medicinal chemistry Article Catalysis chemistry.chemical_compound Bipyridine Colloid and Surface Chemistry Sulfation Phenols Alkyl chemistry.chemical_classification Aniline Compounds Molecular Structure Ligand General Chemistry 0104 chemical sciences chemistry Selectivity Benzyl Alcohol |
| Zdroj: | J Am Chem Soc |
| Popis: | Para C—H borylations (CHB) of tetraalkylammonium sulfates and sulfamates have been achieved using bipyridine-ligated Ir boryl catalysts. Selectivities can be modulated by both the length of the alkyl groups in the tetraalkylammonium cations and the substituents on the bipyridine ligands. Ion pairing, where the alkyl groups of the cation shield the meta C—H bonds in the counter-anions, is proposed to account for para selectivity. The 4,4′-dimethoxy-2,2′-bipyridine ligand gave superior selectivities. |
| Databáze: | OpenAIRE |
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