Microwave-Assisted Dehydrogenative Cross Coupling Reactions in γ-valerolactone with a Reusable Pd/β-cyclodextrin Crosslinked Catalyst

Transition-metal mediated C–H bond activation and functionalization is one of the most straightforward and powerful tools in modern organic synthetic chemistry. Oxidative C–H/C–H coupling reactions between two (hetero)arenes under heterogeneous catalysis may be a valuable means for the production of...

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Main Authors: Silvia Tabasso, Emanuela Calcio Gaudino, Elisa Acciardo, Maela Manzoli, Agnese Giacomino, Giancarlo Cravotto
Format: Article
Language:English
Published: MDPI AG 2019-01-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/24/2/288
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author Silvia Tabasso
Emanuela Calcio Gaudino
Elisa Acciardo
Maela Manzoli
Agnese Giacomino
Giancarlo Cravotto
author_facet Silvia Tabasso
Emanuela Calcio Gaudino
Elisa Acciardo
Maela Manzoli
Agnese Giacomino
Giancarlo Cravotto
author_sort Silvia Tabasso
collection DOAJ
description Transition-metal mediated C–H bond activation and functionalization is one of the most straightforward and powerful tools in modern organic synthetic chemistry. Oxidative C–H/C–H coupling reactions between two (hetero)arenes under heterogeneous catalysis may be a valuable means for the production of a plethora of bi(hetero)aryls, and one that adheres to the increasing demand for atom-economic and sustainable chemistry. We have therefore developed a reusable heterogeneous catalytic system, which is based on Pd cross-linked β-cyclodextrin, to perform an efficient microwave-assisted oxidative C–H/C–H cross coupling process between benzothiazoles and methyl thiophene in the presence of green solvents.
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spelling doaj.art-5320bf831b23444792568a732e55e8b82022-12-21T22:37:50ZengMDPI AGMolecules1420-30492019-01-0124228810.3390/molecules24020288molecules24020288Microwave-Assisted Dehydrogenative Cross Coupling Reactions in γ-valerolactone with a Reusable Pd/β-cyclodextrin Crosslinked CatalystSilvia Tabasso0Emanuela Calcio Gaudino1Elisa Acciardo2Maela Manzoli3Agnese Giacomino4Giancarlo Cravotto5Department of Chemistry, University of Turin, Via P. Giuria 7, 10125 Turin, ItalyDepartment of Drug Science and Technology and NIS - Centre for Nanostructured Interfaces and Surfaces, University of Turin, Via P. Giuria 9, 10125 Turin, ItalyDepartment of Drug Science and Technology and NIS - Centre for Nanostructured Interfaces and Surfaces, University of Turin, Via P. Giuria 9, 10125 Turin, ItalyDepartment of Drug Science and Technology and NIS - Centre for Nanostructured Interfaces and Surfaces, University of Turin, Via P. Giuria 9, 10125 Turin, ItalyDepartment of Drug Science and Technology and NIS - Centre for Nanostructured Interfaces and Surfaces, University of Turin, Via P. Giuria 9, 10125 Turin, ItalyDepartment of Drug Science and Technology and NIS - Centre for Nanostructured Interfaces and Surfaces, University of Turin, Via P. Giuria 9, 10125 Turin, ItalyTransition-metal mediated C–H bond activation and functionalization is one of the most straightforward and powerful tools in modern organic synthetic chemistry. Oxidative C–H/C–H coupling reactions between two (hetero)arenes under heterogeneous catalysis may be a valuable means for the production of a plethora of bi(hetero)aryls, and one that adheres to the increasing demand for atom-economic and sustainable chemistry. We have therefore developed a reusable heterogeneous catalytic system, which is based on Pd cross-linked β-cyclodextrin, to perform an efficient microwave-assisted oxidative C–H/C–H cross coupling process between benzothiazoles and methyl thiophene in the presence of green solvents.http://www.mdpi.com/1420-3049/24/2/288microwavesC–H activationheterogeneous catalystdehydrogenative cross couplingGVL
spellingShingle Silvia Tabasso
Emanuela Calcio Gaudino
Elisa Acciardo
Maela Manzoli
Agnese Giacomino
Giancarlo Cravotto
Microwave-Assisted Dehydrogenative Cross Coupling Reactions in γ-valerolactone with a Reusable Pd/β-cyclodextrin Crosslinked Catalyst
Molecules
microwaves
C–H activation
heterogeneous catalyst
dehydrogenative cross coupling
GVL
title Microwave-Assisted Dehydrogenative Cross Coupling Reactions in γ-valerolactone with a Reusable Pd/β-cyclodextrin Crosslinked Catalyst
title_full Microwave-Assisted Dehydrogenative Cross Coupling Reactions in γ-valerolactone with a Reusable Pd/β-cyclodextrin Crosslinked Catalyst
title_fullStr Microwave-Assisted Dehydrogenative Cross Coupling Reactions in γ-valerolactone with a Reusable Pd/β-cyclodextrin Crosslinked Catalyst
title_full_unstemmed Microwave-Assisted Dehydrogenative Cross Coupling Reactions in γ-valerolactone with a Reusable Pd/β-cyclodextrin Crosslinked Catalyst
title_short Microwave-Assisted Dehydrogenative Cross Coupling Reactions in γ-valerolactone with a Reusable Pd/β-cyclodextrin Crosslinked Catalyst
title_sort microwave assisted dehydrogenative cross coupling reactions in γ valerolactone with a reusable pd β cyclodextrin crosslinked catalyst
topic microwaves
C–H activation
heterogeneous catalyst
dehydrogenative cross coupling
GVL
url http://www.mdpi.com/1420-3049/24/2/288
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