Editorial Catalysts: Special Issue on Transition Metal Catalyzed Cross-Coupling Reactions

Kostas, Ioannis D.

doi:10.3390/catal11040473

Cited by 5 publications

(2 citation statements)

References 14 publications

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“…However, aryl chlorides did not result in the desired cross-coupled products in this catalytic protocol. Also, the cross-coupling of 4-iodotoluene with phenylacetylene as well as the coupling of 3-bromoanisole with 4ethyltoluene resulted in the single isomer of the desired products (13 and 21) indicating high regioselectivity of this method as revealed by 1 H NMR spectroscopic analysis of the reaction mixtures. After this, we proceeded with our trials for heteroaryl and polyarylated alkynes while the 3-ethynylthiophene worked very efficiently for coupling against aryl iodides and bromides as well (32-34, 67 %-73 %, Scheme 1).…”

Section: Resultsmentioning

confidence: 89%

“…In the realm of CÀ C cross-coupling reactions, [1,2] the key synthetic tools for constructing valuable organic moieties, transition metal catalysts are considered irreplaceable. Among various CÀ C cross-coupling reactions, coupling between aryl/ alkyl halides and alkynes is one of the most versatile crosscoupling reactions, popularly known as Sonogashira coupling, and has been primarily dependent on the transition metalbased catalysts.…”

Section: Introductionmentioning

confidence: 99%

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Cross‐Coupling Between Aryl Halides and Aryl Alkynes Catalyzed by an Odd Alternant Hydrocarbon

Sil,

Krishnapriya,

Mandal

et al. 2024

Chemistry A European J

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Catalytic cross‐coupling between aryl halides and alkynes is considered an extremely important organic transformation (popularly known as the Sonogashira coupling) and it requires a transition metal‐based catalyst. Accomplishing such transformation without any transition metal‐based catalyst in the absence of any external stimuli such as heat, photoexcitation or cathodic current is extremely challenging. This work reports transition‐metal‐free cross‐coupling between aryl halides and alkynes synthesizing a rich library of internal alkynes without any external stimuli. A chemically double‐reduced phenalenyl (PLY)‐based molecule with the super‐reducing property was employed for single electron transfer to activate aryl halides generating reactive aryl radicals, which subsequently react with alkyne. This protocol covers not only various types of aryl, heteroaryl and polyaryl halides but also applies to a large variety of aromatic alkynes at room temperature. With a versatile substrate scope successfully tested on more than 75 entries, this radical‐mediated pathway has been explained by several control experiments. All the key reactive intermediates have been characterized with spectroscopic evidence. Detailed DFT calculations have been instrumental in portraying the mechanistic pathway. Furthermore, we have successfully extended this transition‐metal‐free catalytic strategy for the first time towards solvent‐free cross‐coupling between solid aryl halide and alkyne substrates.

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Section: Resultsmentioning

confidence: 89%

Section: Introductionmentioning

confidence: 99%

Cross‐Coupling Between Aryl Halides and Aryl Alkynes Catalyzed by an Odd Alternant Hydrocarbon

Sil,

Krishnapriya,

Mandal

et al. 2024

Chemistry A European J

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Pd Nanoparticles Supported on Luffa Sponge as a Heterogenous Catalyst for C−O and C−C Coupling Reaction: From Waste to Use

Kataky,

Choudhury,

Neog

et al. 2024

ChemistrySelect

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This work reports a practical approach for C−O and C−C bond formation reactions catalysed by Pd nanoparticles supported on Luffa sponge (PdNPs@LS).PdNPs@LS were prepared via a green route in‐situ by using ethanol as solvent, and lignin content present in the luffa sponge could work as an effective reducing reagent to reduce Pd(II) to Pd(0) without any harsh chemical used for reduction. The bio‐based support used i. e. Luffa sponge extracted from the waste feedstock of Luffa guard in a simple filtration method is a cheap, biodegradable, abundant and renewable source with netting‐like three‐dimensional porous structure. Without significant loss of its activity the PdNPs@LS could be easily recovered and recycled for at least three times. The catalyst is characterized by FT‐IR, TGA, SEM‐EDX, TEM, and XPS analyses.

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Graphene loaded with metal nanoparticles/complexes catalyzed cross-coupling reactions: A review

Mirza‐Aghayan

Moieni

Boukherroub

2023

Journal of Organometallic Chemistry

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Editorial Catalysts: Special Issue on Transition Metal Catalyzed Cross-Coupling Reactions

Abstract: Transition metal catalyzed cross-coupling reactions have proved to be powerful tools for carbon–carbon as well as carbon–heteroatom bond formation in the development of synthetic methodologies for applications ranging from pharmaceuticals to materials [...]

Cited by 5 publications

References 14 publications

Cross‐Coupling Between Aryl Halides and Aryl Alkynes Catalyzed by an Odd Alternant Hydrocarbon

Cross‐Coupling Between Aryl Halides and Aryl Alkynes Catalyzed by an Odd Alternant Hydrocarbon

Pd Nanoparticles Supported on Luffa Sponge as a Heterogenous Catalyst for C−O and C−C Coupling Reaction: From Waste to Use

Graphene loaded with metal nanoparticles/complexes catalyzed cross-coupling reactions: A review

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