Benzyloxycalix[8]arene supported Pd–NHC cinnamyl complexes for Buchwald–Hartwig C–N cross-couplings
Autor: | Cyril Martini, Julien Buendia, Timothée Naret, Emmanuelle Schulz, Vincent Huc, Sandra Abi Fayssal |
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Přispěvatelé: | Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS) |
Jazyk: | angličtina |
Rok vydání: | 2021 |
Předmět: |
chemistry.chemical_classification
010405 organic chemistry Aryl chemistry.chemical_element [CHIM.CATA]Chemical Sciences/Catalysis 010402 general chemistry Heterogeneous catalysis 01 natural sciences Combinatorial chemistry Catalysis 0104 chemical sciences Metal chemistry.chemical_compound chemistry Homogeneous visual_art visual_art.visual_art_medium Leaching (metallurgy) Alkyl Palladium |
Zdroj: | Catalysis Science & Technology Catalysis Science & Technology, Royal Society of Chemistry, 2021, 9 p. ⟨10.1039/D1CY00669J⟩ |
ISSN: | 2044-4753 |
DOI: | 10.1039/D1CY00669J⟩ |
Popis: | International audience; A scalable synthesis of Pd-NHC cinnamyl complexes supported on a benzyloxycalix[8]arene is reported. These catalysts are very active for Buchwald-Hartwig cross-coupling reactions, allowing the coupling of aryl chlorides and bromides with a wide variety of alkyl and aryl amines using low catalytic loadings. The supported complexes also successfully afforded attractive unsymmetrical triarylamines, and in one case promoted the synthesis of an unprecedented Pd-catalyzed C-H activation product. Thanks to the calixarenic support, the target products could be isolated with low levels of residual palladium, in some cases even below the restrictive toxic metal standards applied by pharmaceutical industry. Through an easy to implement procedure, these perfectly characterised catalysts thus combine the best of homogeneous and heterogeneous catalysis: high efficiency (similar or even better than the corresponding homogeneous complexes), and low Pd leaching levels expected from heterogeneous catalysts. |
Databáze: | OpenAIRE |
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