NCN–Pincer–Pd Complex as Catalyst for the Hiyama Reaction in Biomass-Derived Solvents

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Title: NCN–Pincer–Pd Complex as Catalyst for the Hiyama Reaction in Biomass-Derived Solvents
Authors: Marset, Xavier | Gea Serna, Sofía de | Guillena, Gabriela | Ramón, Diego J.
Research Group/s: Catálisis Estereoselectiva en Síntesis Orgánica (CESO) | Nuevos Materiales y Catalizadores (MATCAT)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: Green chemistry | Organometallics | Deep eutectic solvents | Cross-coupling reaction
Knowledge Area: Química Orgánica
Issue Date: 25-Mar-2018
Publisher: American Chemical Society
Citation: ACS Sustainable Chemistry & Engineering. 2018, 6(5): 5743-5748. doi:10.1021/acssuschemeng.8b00598
Abstract: A NCN–pincer–Pd complex has been synthesized and applied to Hiyama-type cross-coupling reactions between aryl halides and different types of organosilanes using neoteric solvents. This report constitutes a green approach to cross-coupling reactions since the reagents employed are stable and nontoxic. The solvents used (deep eutectic solvents based on choline chloride or glycerol) are also biodegradable, nontoxic, nonflammable, and biorenewable. Furthermore, the catalytic system can be recycled, allowing us to perform the reaction for at least three cycles without adding more catalyst or solvent, increasing the value of the process from an economical and environmental point of view. The effect of these solvents on the catalytic activity has been studied. Finally, a gram-scale reaction has also been tested affording biaryl products in high yields and purity by a simple liquid–liquid extraction, without the need of aqueous workup or chromatographic steps, proving the applicability of this approach in a sustainable industrial scale.
Sponsor: This work was supported by the University of Alicante (VIGROB-173) and the Spanish Ministerio de Economía, Industria y Competitividad (CTQ2015-66624-P). X.M. thanks Generalitat Valenciana (ACIF/2016/057) for a fellowship.
ISSN: 2168-0485
DOI: 10.1021/acssuschemeng.8b00598
Language: eng
Type: info:eu-repo/semantics/article
Rights: © 2018 American Chemical Society
Peer Review: si
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Appears in Collections:INV - CESO - Artículos de Revistas
INV - MATCAT - Artículos de Revistas
INV - AMIC - Artículos de Revistas

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