Iridium-catalyzed C-H activation versus directed ortho metalation: complementary borylation of aromatics and heteroaromatics
| Autor: | Maike Becker, Timothy E. Hurst, Todd B. Marder, Andrei S. Batsanov, Todd Macklin, Wolfgang Kügel, Jean‐Christophe Parisienne‐La Salle, Victor Snieckus, Eduard Hartmann |
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| Rok vydání: | 2010 |
| Předmět: |
Boron Compounds
Molecular Structure Chemistry Metalation Organic Chemistry chemistry.chemical_element Stereoisomerism Hydrogen Bonding General Chemistry Iridium Borylation Hydrocarbons Aromatic Coupling reaction Catalysis Heterocyclic Compounds Metals Moiety Organic chemistry Directed ortho metalation |
| Zdroj: | Chemistry (Weinheim an der Bergstrasse, Germany). 16(27) |
| ISSN: | 1521-3765 |
| Popis: | Systematic studies are presented demonstrating the complementarity of directed ortho metalation (DoM) and Ir-catalyzed strategies for the provision of borylated aromatics and their subsequent Suzuki-Miyaura coupling reactions. A new concept, the use of the TMS group, readily introduced by DoM, as a latent regiodirective moiety to overcome the otherwise problematic production of isomeric borylated product mixtures is presented. Additional electrophile-induced ipso-deborylation and DoM reactions of the Bpin products are described. |
| Databáze: | OpenAIRE |
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