Post-synthetic modification of IRMOF-3 with an iminopalladacycle complex and its application as an effective heterogeneous catalyst in Suzuki-Miyaura cross-coupling reaction in H2O/EtOH media at room temperature

Nouri, Fatemeh; Rostamizadeh, Shahnaz; Azad, Mohammad

doi:10.1016/j.mcat.2017.10.019

Cited by 29 publications

(15 citation statements)

References 35 publications

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“…), and IRMOF‐3 (Table , entry 1, refs. ). In many of these cases, the framework is post‐synthetically modified with the help of pyridine‐2‐carboxaldehyde or other aromatic aldehydes.…”

Section: Mechanistic Descriptions Of Mof‐mediated Coupling Reactionsmentioning

confidence: 97%

“…[150] Upon treatment with benzaldehyde, IRMOF-3y ielded the corresponding imine. [150] Upon treatment with benzaldehyde, IRMOF-3y ielded the corresponding imine.…”

Section: Scheme37 Suzuki-miyaura Coupling Using Irmof-3-pi-pd [137a]mentioning

confidence: 99%

“…These include UiO-67 (Table 2, entry 1, refs. [158], [ 161], [ 166]), and IRMOF-3 (Table 2, entry 1, refs. [137a], [ 150]). [158], [ 161], [ 166]), and IRMOF-3 (Table 2, entry 1, refs. [137a], [ 150]).…”

Section: Mechanistic Descriptions Of Mof-mediated Coupling Reactionsmentioning

confidence: 99%

“…PSM of IRMOF‐3 with iminopalladacycle complexes yielded efficient heterogeneous catalysts for Suzuki–Miyaura coupling . Upon treatment with benzaldehyde, IRMOF‐3 yielded the corresponding imine.…”

Section: Mofs For Coupling Reactionsmentioning

confidence: 99%

See 3 more Smart Citations

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Kousik

Velmathi

2019

Chemistry A European J

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Metal-organic frameworks (MOFs) are ac lass of crystalline porousm aterials that have been activelyu sed for several industrial and synthetica pplications.M OFs are spatially and geometrically extrapolatedc oordination polymers with intriguing properties such as tunable porosity and dimensionality.Int erms of their catalytic efficiency,MOFs combine the easy recoverability of heterogeneous catalysts with the increased selectivity of biological catalysts. It is therefore not surprising that alot of work on optimizing MOF catalysts for organic transformationsh as been carriedo ut over the past decade. In this review,recent developments in MOF catalysis are summarized, with special attention being paid to CÀC, CÀN, and CÀOc oupling reactions. The influence of pore size, pore environment, and load on catalytic activity is described. Post-synthetics tabilization techniques and hostguest interactions in caged MOF scaffolds are detailed. Mechanistic aspects pertaining to the use of MOFs in asymmetric heterogeneousc atalysis are highlighted and categorized.

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Section: Mechanistic Descriptions Of Mof‐mediated Coupling Reactionsmentioning

confidence: 97%

“…[150] Upon treatment with benzaldehyde, IRMOF-3y ielded the corresponding imine. [150] Upon treatment with benzaldehyde, IRMOF-3y ielded the corresponding imine.…”

Section: Scheme37 Suzuki-miyaura Coupling Using Irmof-3-pi-pd [137a]mentioning

confidence: 99%

Section: Mechanistic Descriptions Of Mof-mediated Coupling Reactionsmentioning

confidence: 99%

Section: Mofs For Coupling Reactionsmentioning

confidence: 99%

See 2 more Smart Citations

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Kousik

Velmathi

2019

Chemistry A European J

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“…Therefore, as observed, various MNP-supported NHC–Pd catalysts have been applied in C–C coupling reactions. Hence, in continuation of our interest in preparing heterogeneous Pd containing catalysts [ 20 ], in order to achieve better stability and a minor quantity of palladium leaching we are intending to design and synthesize green supported catalyst Fe 3 O 4 @Si–NHC–Pd by adding 1,2,3-triazole moiety to the linker via a click reaction. As a result, for the first time, we have developed a new MNPs-supported catalyst by adding 1,2,3-triazole to linker and NHC as ligand and present its outstanding catalytic efficiency in the Mizoroki-Heck cross-coupling reaction.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of nano magnetic supported NHC-palladium and investigation of its applications as a catalyst in the Mizoroki-Heck cross-coupling reaction in H2O

Kalishomi

Rostamizadeh

Nouri

et al. 2020

Heliyon

Self Cite

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The unique properties of N-heterocyclic carbenes (NHCs) as an effective ligand for palladium catalytic centers have recently found much attention. In this work, Fe 3 O 4 nanoparticle supported palladium(II)–N-heterocyclic carbene catalyst was successfully designed, synthesized and characterized by various methods. The activity of the catalyst was evaluated in the Mizoroki-Heck cross-coupling reaction in which the desired products were obtained in high yield in H 2 O as a green solvent. The reaction was carried out in short reaction times using low amounts of the catalyst. Moreover, the catalyst was easily separated from the reaction media and reused for 5 cycles.

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Palladium‐Based Metal Organic Frameworks as Heterogeneous Catalysts for C−C Couplings

et al. 2022

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Among the various cross coupling reactions, CÀ C cross coupling reaction has attracted many researchers to investigate in the last four decades. The continuous, constant, and consistent progress in this field fetched a Noble prize in 2010, showing the importance of this reaction in diversified fields. Among the various transition metals studied for this reaction, Pd is one of the metals that has exhibited the highest activity due to its unique features and reactivity. Although Pd-based homogeneous catalyst was the preferred choice for many researchers, the field slowly diverted towards the development of Pd-based heterogeneous catalysts for CÀ C coupling reactions. This is obviously due to the high cost of Pd precursor, its selfdeactivation. In this context, metal organic frameworks (MOFs) are one of the solid catalysts frequently employed as host matrix for the deposition of Pd(II) salts and Pd nanoparticles. This is due to the widespread possibilities available for the functionalization of MOFs and their stability during the synthetic procedure. This review provides the design and development of Pd-based MOFs as heterogeneous catalysts for the CÀ C cross coupling reactions. After a brief introduction on MOFs and the importance of CÀ C coupling reactions, the main part of the review summarizes the catalytic data with respect to Pd(II) and Pd nanoparticles as active sites. The last section provides our views in this field for the further development in the near future. * Readily available reactants * Milder experimental conditions with high yields * Stability of catalysts in water * Reaction may be performed in aqueous and heterogeneous medium * Broad range of functional groups tolerance * High regio-/stereoselectivity * Small quantity of catalysts is sufficient * Applicable in one-pot synthesis * Easy separation boron compound (inorganic) * Environmentally friendly processThe recent advances in heterogeneous catalyst design for surpassing activity, selectivity and specially, stability of their homogeneous counterparts are based in the isolation of the Pd active sites in a solid support by anchoring through different type of bonds. [20][21][22][23][24][25][26][27] In this aspect, one of the solids that has [a] Dr.

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Post-synthetic modification of IRMOF-3 with an iminopalladacycle complex and its application as an effective heterogeneous catalyst in Suzuki-Miyaura cross-coupling reaction in H2O/EtOH media at room temperature

Cited by 29 publications

References 35 publications

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Engineering Metal–Organic Framework Catalysts for C−C and C−X Coupling Reactions: Advances in Reticular Approaches from 2014–2018

Synthesis of nano magnetic supported NHC-palladium and investigation of its applications as a catalyst in the Mizoroki-Heck cross-coupling reaction in H2O

Palladium‐Based Metal Organic Frameworks as Heterogeneous Catalysts for C−C Couplings

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