4-Amino-1,2,4-triazoles-3-thiones and 1,3,4-oxadiazoles-2-thiones·palladium(II) recoverable complexes as catalysts in the sustainable Suzuki-Miyaura cross-coupling reaction

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Title: 4-Amino-1,2,4-triazoles-3-thiones and 1,3,4-oxadiazoles-2-thiones·palladium(II) recoverable complexes as catalysts in the sustainable Suzuki-Miyaura cross-coupling reaction
Authors: Chehrouri, Manel | Moreno-Cabrerizo, Cristina | Othman, Adil A. | Chabour, Ihssene | Ferrándiz-Saperas, Marcos | Sempere, Inmaculada | Dondas, H. Ali | Retamosa Hernández, María de Gracia | Sansano, Jose M.
Research Group/s: Síntesis Asimétrica (SINTAS)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: Palladium | Micellar | Water/ethanol | Recycling | Suzuki-Miyaura
Knowledge Area: Química Orgánica
Issue Date: 15-Sep-2020
Publisher: Elsevier
Citation: Journal of Organometallic Chemistry. 2020, 923: 121353. https://doi.org/10.1016/j.jorganchem.2020.121353
Abstract: The Suzuki-Miyaura cross-coupling reaction using 4-amino-1,2,4-triazoles and 1,3,4-oxadiazoles-2-thiones·palladium (II) is studied. The reaction is optimized and the most appropriate catalytic complex is tested with several aryl halides, boronic acids in an environmentally benign solvent system (H2O/EtOH). The recovery of the catalytic species is also surveyed because of the nature of the employed solvent. A domino process is efficiently carried out following the standard conditions. Several surface parameters of the ligands are analyzed and the resulting values are extrapolated to the insoluble palladium catalyst.
Sponsor: We gratefully acknowledge financial support from the Spanish Ministerio de Ciencia, Innovación y Universidades (projects CTQ2016-76782-P, CTQ2016-81797-REDC CTQ2016-81893REDT, and RED2018-102387-T) the Spanish Ministerio de Economía, Industria y Competitividad, Agencia Estatal de Investigación (AEI) and Fondo Europeo de Desarrollo Regional (FEDER, EU) (projects CTQ2016-76782-P), the Generalitat Valenciana (PROMETEOII/2014/017), USTO-MB and the Universities of Mersin and Alicante. One of us (M.C.) thanks USTO-MB for scientific leave.
URI: http://hdl.handle.net/10045/108400
ISSN: 0022-328X (Print) | 1872-8561 (Online)
DOI: 10.1016/j.jorganchem.2020.121353
Language: eng
Type: info:eu-repo/semantics/article
Rights: © 2020 Elsevier B.V.
Peer Review: si
Publisher version: https://doi.org/10.1016/j.jorganchem.2020.121353
Appears in Collections:INV - SINTAS - Artículos de Revistas

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