Palladium(II) complexes of coumarin substituted 1,2,4–triazol–5–ylidenes for catalytic C–C cross–coupling and C–H activation reactions

Achar, Gautam; Shahini, C.R.; Siddappa, A. Patil; Małecki, Jan Grzegorz; Hemavathi, B.; Ahipa, T.N.; Budagumpi, Srinivasa

doi:10.1016/j.jorganchem.2020.121540

Cited by 14 publications

(23 citation statements)

References 21 publications

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“…The peaks at ca. 1553–1574 cm –1 correspond to the stretching vibrations of the CN module present on the triazole core. , …”

Section: Resultsmentioning

confidence: 99%

“…Alongside, the typical bond distances such as 2.4197(4) Å for Pd1−Br1 and 2.016(3) Å for Pd1−C1 are in line with analogous reported bis-NHC palladium complexes. 11 The extended crystal structure of the complex demonstrated several hanging contacts, hydrogen bonding and π−π stacking interactions, and anagostic connections.…”

Section: Synthesis and Characterization Of Bis-nhc Palladium(ii) Comp...mentioning

confidence: 96%

“…The consideration of developing electrocatalysts from NHC complexes is attributed to the electron-rich carbene binding to the palladium center, which consequently increases the overall stability of the electrocatalyst and longer lifetime . The viable variations that can be observed in its stereo-electronic characteristics by alternating and tuning the NHC backbone and the wingtip substitutions are also added advantages . Notably, the advantage of employing NHC complexes is their low metal content with maximum efficiency in catalysis, and also, the modification of the electrode in electrocatalysis is more homogeneous since the NHC complexes form an ink in highly polar solvents .…”

Section: Introductionmentioning

confidence: 99%

“…8 The viable variations that can be observed in its stereo-electronic characteristics by alternating and tuning the NHC backbone and the wingtip substitutions are also added advantages. 11 Notably, the advantage of employing NHC complexes is their low metal content with maximum efficiency in catalysis, and also, the modification of the electrode in electrocatalysis is more homogeneous since the NHC complexes form an ink in highly polar solvents. Palladium−NHC metal complexes as heterogeneous electrocatalysts are rather unusual and unconventional; however, given their advantages as mentioned, it is not unexpected that these class of catalysts have eventually been found under the lens of electrochemistry.…”

Section: Introductionmentioning

confidence: 99%

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Palladium(II)–N-Heterocyclic Carbene Complex-Based Electrocatalysts for Hydrogen Evolution Reaction

et al. 2023

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The growing interest in the hydrogen economy demands for the sustainable and efficient production pathways from renewable sources. Among the arrays available, electrochemical hydrogen evolution reaction (HER) is considered as an efficient and sustainable approach for proton reduction to produce green hydrogen gas from water. The current work employs the construction of electrocatalysts developed from carbon composites of palladium(II) complexes derived from functionalized N-heterocyclic carbenes (NHCs). The developed electrocatalysts are studied for their HER performance in an acidic medium using a rotating ring disk electrode setup, displaying an overpotential as low as −449 mV versus reversible hydrogen electrode (RHE) with an onset potential of −240 mV versus RHE. The palladium complex-based carbon composites demonstrated improved charge transfer resistance (55–68 Ω) than that of palladium–NHC complexes (65–80 Ω). The confirmation of HER was investigated by hydrogen oxidation reaction enabled by the ring electrode. The developed electrocatalysts exhibit excellent stability for up to 10 h with minimal decrease in efficiency, as indicated by the post-stability linear sweep voltammogram. The post-HER analysis of the electrocatalysts indicates the structural and molecular intactness.

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“…The peaks at ca. 1553–1574 cm –1 correspond to the stretching vibrations of the CN module present on the triazole core. , …”

Section: Resultsmentioning

confidence: 99%

Section: Synthesis and Characterization Of Bis-nhc Palladium(ii) Comp...mentioning

confidence: 96%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Palladium(II)–N-Heterocyclic Carbene Complex-Based Electrocatalysts for Hydrogen Evolution Reaction

et al. 2023

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“…Summing up, the reported studies and some others outside the scope of this mini-review (i.e. light-emitting diodes ( Feng et al, 2019 ; Feng et al, 2020 ; Yang et al, 2021 ), catalysts ( Dharani et al, 2019 ; Akpunar et al, 2021 ; Gautam et al, 2021 ; Karataş et al, 2021 ) evident the great potential of coumarin-metal complexes in different fields of research. We hope that this mini-review will be useful in the further development of coumarin-based metal complexes in drug design and fluorescence probes.…”

Section: Discussionmentioning

confidence: 96%

A Mini-Review: Recent Advances in Coumarin-Metal Complexes With Biological Properties

et al. 2021

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The coumarin nucleus is a recurring motif in both natural and synthetic compounds that exhibit a broad spectrum of biological properties including anticoagulant, anti-inflammatory, antioxidant, antiviral, antimicrobial and anticancer agents as well as enzyme inhibitors. On the other hand, it has been reported that the incorporation of a metal ion into coumarin derivatives can increase the activity of such complexes compared to coumarin-based ligands. Accordingly, some of them have been found to display promising antioxidant, antitumor or antibacterial activities. This mini-review briefly summarizes the recent development of coumarin-metal complexes with proven biological properties. The attention is also paid to agents for which practical applications in the detection of biologically important species may be found.

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Recent advances in catalytic and electrocatalytic applications of half‐sandwich nickel(0/II) N–heterocyclic carbene complexes

Budagumpi,

Narayana,

Keri

et al. 2023

Applied Organom Chemis

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Diverse structural and catalytic features of half‐sandwich nickel N–heterocyclic carbene (NHC) complexes provide an encouraging platform not only to address the drawbacks of other group X (palladium and platinum) metal NHC catalysts but also to bring about their superior performance. The chemistry of nickel NHC complexes has gained substantial interest from the organometallic community owing to their remarkable stability to air and moisture, easier preparation protocols, and availability of wide scope for structural fine tuning in order to achieve targeted applications. The recent progress in the field of half‐sandwich nickel(0/II) NHC complexes is covered in this review article with a special emphasis on the different synthetic strategies employed, structural characterization including spectral and X‐ray diffraction techniques, and surface morphology of the films of complexes. Both, homogeneous and electrocatalytic applications of half‐sandwich nickel NHC complexes are discussed with respect to their potential in various C–C and C–S bond constructions, targeted C–H bond activations, reductions using silylating agents, electrocatalytic glucose sensing, and electrocatalytic hydrogen evolution reactions. Donor functionalized complexes displayed improved catalytic potential in several C–C and C–S coupling reactions over non–functionalized counterparts. Overall, this assessment, from a comprehensive standpoint, affords evidence that is advantageous in the design of novel NHC ligands to access targeted half‐sandwich nickel(0/II) NHC complexes encompassing potential homogeneous catalytic and electrocatalytic applications.

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Palladium(II) complexes of coumarin substituted 1,2,4–triazol–5–ylidenes for catalytic C–C cross–coupling and C–H activation reactions

Cited by 14 publications

References 21 publications

Palladium(II)–N-Heterocyclic Carbene Complex-Based Electrocatalysts for Hydrogen Evolution Reaction

Palladium(II)–N-Heterocyclic Carbene Complex-Based Electrocatalysts for Hydrogen Evolution Reaction

A Mini-Review: Recent Advances in Coumarin-Metal Complexes With Biological Properties

Recent advances in catalytic and electrocatalytic applications of half‐sandwich nickel(0/II) N–heterocyclic carbene complexes

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