ZrO2 supported Cu nanoparticles for sonogashira and ullmann coupling reactions under palladium-free conditions

TitleZrO2 supported Cu nanoparticles for sonogashira and ullmann coupling reactions under palladium-free conditions
Publication TypeJournal Article
Year of Publication2024
AuthorsPatil, SP, Rajmane, AS, Jadhav, SN, Rajmane, VS, Rode, CV, Kumbhar, AS
JournalCatalysis Letters
Volume154
Issue6
Pagination3078-3090
Date PublishedJUN
Type of ArticleArticle
ISSN1011-372X
KeywordsCuNPs, Recyclability, Sonogashira coupling, Ullmann coupling, ZrO2
Abstract

Cu nanoparticles supported on ZrO2 (CuNPs@ZrO2) were synthesized using a one-step co-precipitation process, and their application in C-C coupling reactions was investigated. The catalyst was characterized using XRD, XPS, SEM, TEM, and TGA techniques. The prepared catalyst was used for the Sonogashira cross-coupling reactions of aryl bromides with phenyl-acetylene in the presence of K2CO3 in DMF at 110 degrees C, which resulted in substituted alkynes with good to excellent yields. The protocol was also extended for the Ullmann coupling reactions of aryl iodides under similar reaction conditions, yielding the desired products with good to excellent yields without homo-coupling. Interestingly, unlike other copper catalysts, the present catalyst worked under air and did not require an inert atmosphere to prevent alkyne. This catalytic system is versatile, tolerant, and significantly cheaper than the ``traditional'' Pd-catalyzed Sonogashira cross-coupling of terminal alkynes with aryl halides. The catalyst could be reused for five catalytic cycles with no significant change in the product yield. All of these characteristics make our prepared CuNPs@ZrO2 catalyst quite suitable for the gram-scale synthesis of biaryls and alkynes, with a simple workup.{GRAPHIACAL ABSTRACT

DOI10.1007/s10562-023-04513-w
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.5

Divison category: 
Chemical Engineering & Process Development
Database: 
Web of Science (WoS)

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