A Green Synthesis Strategy of Binuclear Catalyst for the C-C Cross-Coupling Reactions in the Aqueous Medium: Hiyama and Suzuki–Miyaura Reactions as Case Studies

Cellulose, as a green and available phytochemical, was immobilized on the surface of magnetite nanoparticles then doped with imidazole and Co. complex (Fe3O4@CNF ∼ ImSBL ∼ Co.) and used as a water-dispersible, recyclable and efficient nano catalyst for the synthesis of C−C cross-coupling reactions i...

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Autores principales:	Pouya Ghamari Kargar, Ghodsieh Bagherzade
Formato:	article
Lenguaje:	EN
Publicado:	Frontiers Media S.A. 2021
Materias:	ionic liquid magnetic cellulose cobalt binuclear catalyst C-C cross-coupling reactions suzuki and hiyama-miyaura reactions Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/6c6b224f072144f7a5444a11195df30f
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spelling	oai:doaj.org-article:6c6b224f072144f7a5444a11195df30f2021-12-01T13:34:32ZA Green Synthesis Strategy of Binuclear Catalyst for the C-C Cross-Coupling Reactions in the Aqueous Medium: Hiyama and Suzuki–Miyaura Reactions as Case Studies2296-264610.3389/fchem.2021.747016https://doaj.org/article/6c6b224f072144f7a5444a11195df30f2021-11-01T00:00:00Zhttps://www.frontiersin.org/articles/10.3389/fchem.2021.747016/fullhttps://doaj.org/toc/2296-2646Cellulose, as a green and available phytochemical, was immobilized on the surface of magnetite nanoparticles then doped with imidazole and Co. complex (Fe3O4@CNF ∼ ImSBL ∼ Co.) and used as a water-dispersible, recyclable and efficient nano catalyst for the synthesis of C−C cross-coupling reactions including fluoride-free Hiyama and Suzuki reactions in an aqueous medium as an efficient and vital solvent, due to their high application and importance in various fields of science. Different spectroscopic and microscopic techniques were used for the catalyst characterization such XRD, FESEM, TEM, FT-IR, EDX, DLS, VSM, UV-Vis, and ICP analyses. The presence of imidazole as ionic section tags with hydrophilic character on the Co-complex supported on magnetic nanoparticles provides dispersion of the catalyst particles in water, which leads to both higher catalytic performance and also facile catalyst recovery and reuse six times by successive extraction and final magnetic separation. High catalytic activity was found for the catalyst and high to excellent efficiency was obtained for all Suzuki (80–98% yield; E factor: 1.1–1.9) and Hiyama (87–98% yield; E factor: 0.26–1.1) derivatives in short reaction times under mild reaction conditions in the absence of any hazardous or expensive materials. There is not any noticeable by-product found whether for Suzuki or Hiyama derivatives, which reflects the high selectivity and also the lower the E factor the more favorable is the process in view of green chemistry. The bi-aryls were achieved from the reaction of various aryl iodides/bromides and even chlorides as the highly challenging substrates, which are more available and cheaper, with triethoxyphenylsilane or phenylboronic acid. To prove the performance of the catalyst components (synergistic of SBL ∼ Co. and IL), its different homologs were incorporated individually and studied for a model reaction. Exclusively, this is an introductory statement on the use of Cobalt binuclear symmetric ionic liquid catalysts in Hiyama reactions.Pouya Ghamari KargarGhodsieh BagherzadeFrontiers Media S.A.articleionic liquidmagnetic cellulosecobaltbinuclear catalystC-C cross-coupling reactionssuzuki and hiyama-miyaura reactionsChemistryQD1-999ENFrontiers in Chemistry, Vol 9 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	ionic liquid magnetic cellulose cobalt binuclear catalyst C-C cross-coupling reactions suzuki and hiyama-miyaura reactions Chemistry QD1-999
spellingShingle	ionic liquid magnetic cellulose cobalt binuclear catalyst C-C cross-coupling reactions suzuki and hiyama-miyaura reactions Chemistry QD1-999 Pouya Ghamari Kargar Ghodsieh Bagherzade A Green Synthesis Strategy of Binuclear Catalyst for the C-C Cross-Coupling Reactions in the Aqueous Medium: Hiyama and Suzuki–Miyaura Reactions as Case Studies
description	Cellulose, as a green and available phytochemical, was immobilized on the surface of magnetite nanoparticles then doped with imidazole and Co. complex (Fe3O4@CNF ∼ ImSBL ∼ Co.) and used as a water-dispersible, recyclable and efficient nano catalyst for the synthesis of C−C cross-coupling reactions including fluoride-free Hiyama and Suzuki reactions in an aqueous medium as an efficient and vital solvent, due to their high application and importance in various fields of science. Different spectroscopic and microscopic techniques were used for the catalyst characterization such XRD, FESEM, TEM, FT-IR, EDX, DLS, VSM, UV-Vis, and ICP analyses. The presence of imidazole as ionic section tags with hydrophilic character on the Co-complex supported on magnetic nanoparticles provides dispersion of the catalyst particles in water, which leads to both higher catalytic performance and also facile catalyst recovery and reuse six times by successive extraction and final magnetic separation. High catalytic activity was found for the catalyst and high to excellent efficiency was obtained for all Suzuki (80–98% yield; E factor: 1.1–1.9) and Hiyama (87–98% yield; E factor: 0.26–1.1) derivatives in short reaction times under mild reaction conditions in the absence of any hazardous or expensive materials. There is not any noticeable by-product found whether for Suzuki or Hiyama derivatives, which reflects the high selectivity and also the lower the E factor the more favorable is the process in view of green chemistry. The bi-aryls were achieved from the reaction of various aryl iodides/bromides and even chlorides as the highly challenging substrates, which are more available and cheaper, with triethoxyphenylsilane or phenylboronic acid. To prove the performance of the catalyst components (synergistic of SBL ∼ Co. and IL), its different homologs were incorporated individually and studied for a model reaction. Exclusively, this is an introductory statement on the use of Cobalt binuclear symmetric ionic liquid catalysts in Hiyama reactions.
format	article
author	Pouya Ghamari Kargar Ghodsieh Bagherzade
author_facet	Pouya Ghamari Kargar Ghodsieh Bagherzade
author_sort	Pouya Ghamari Kargar
title	A Green Synthesis Strategy of Binuclear Catalyst for the C-C Cross-Coupling Reactions in the Aqueous Medium: Hiyama and Suzuki–Miyaura Reactions as Case Studies
title_short	A Green Synthesis Strategy of Binuclear Catalyst for the C-C Cross-Coupling Reactions in the Aqueous Medium: Hiyama and Suzuki–Miyaura Reactions as Case Studies
title_full	A Green Synthesis Strategy of Binuclear Catalyst for the C-C Cross-Coupling Reactions in the Aqueous Medium: Hiyama and Suzuki–Miyaura Reactions as Case Studies
title_fullStr	A Green Synthesis Strategy of Binuclear Catalyst for the C-C Cross-Coupling Reactions in the Aqueous Medium: Hiyama and Suzuki–Miyaura Reactions as Case Studies
title_full_unstemmed	A Green Synthesis Strategy of Binuclear Catalyst for the C-C Cross-Coupling Reactions in the Aqueous Medium: Hiyama and Suzuki–Miyaura Reactions as Case Studies
title_sort	green synthesis strategy of binuclear catalyst for the c-c cross-coupling reactions in the aqueous medium: hiyama and suzuki–miyaura reactions as case studies
publisher	Frontiers Media S.A.
publishDate	2021
url	https://doaj.org/article/6c6b224f072144f7a5444a11195df30f
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A Green Synthesis Strategy of Binuclear Catalyst for the C-C Cross-Coupling Reactions in the Aqueous Medium: Hiyama and Suzuki–Miyaura Reactions as Case Studies

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