Ruthenium(II)-Catalyzed Grignard-Type Nucleophilic Addition of C(sp<sup>2</sup>)–H Bonds to Unactivated Aldehydes

Yang, Lidong; Liu, Zezhao; Tang, Tingyu; Tang, Shibiao; Li, Bin; Wang, Baiquan

doi:10.1021/acs.joc.2c02039

Cited by 1 publication

(2 citation statements)

References 41 publications

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“…10 Moreover, synergistic metal interactions in bimetallic catalysts could alter the surface properties of individual metals, stabilize the active species, improve the resistance to poisoning, and reduce the cost. 11 Among the catalytic metals (Ni, 4ab12 Rh, 4c Ru, 13 Co, 4f and Pd, 14 etc.) employed for the reductive reactions, Ni-based catalysts are the most extensively used due to their comparatively high hydrogenation activity.…”

Section: Introductionmentioning

confidence: 99%

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First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes

Zarei,

Sobhani,

Sansano

2023

ACS Omega

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In this study, we simulate the reductive coupling (Barbier−Grignard-type) reaction of organohalides with aldehydes using a new reusable catalyst. In this regard, bimetallic alloys of NiCo encapsulated in melamine-based dendrimers (MBD) immobilized on magnetic nanoparticles symbolized as γ-Fe 2 O 3 -MBD/NiCo were designed and synthesized. The structure and properties of the catalyst were studied by a variety of techniques such as Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), energydispersive spectrometry (EDS) mapping, and inductively coupled plasma (ICP). The presence of NiCo nanoalloys was confirmed by XRD and XPS analysis, TEM images, and EDS mapping. Various secondary alcohols were produced in good to high yields by reductive coupling of different types of aldehydes and organohalides in the presence of HCO 2 K as a nonmetallic reducing agent in aqueous media catalyzed by γ-Fe 2 O 3 -MBD/NiCo. In these reactions, the high catalytic performance of γ-Fe 2 O 3 -MBD/NiCo was achieved in comparison to monometallic counterparts due to the synergistic cooperative effect of Co and Ni in the NiCo nanoalloys. Magnetic and hydrophilic properties of the catalyst facilitate the catalyst recyclability for seven runs. The reusability of γ-Fe 2 O 3 -MBD/NiCo, use of water as an environmentally friendly solvent, ease of processing, and absence of metal additives make this process an excellent choice for the reductive coupling reaction to produce secondary alcohols from aldehydes. This is the first report on these kinds of reactions using a reusable catalyst.

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Section: Introductionmentioning

confidence: 99%

“…Among the catalytic metals (Ni, Rh, Ru, Co, and Pd, etc.) employed for the reductive reactions, Ni-based catalysts are the most extensively used due to their comparatively high hydrogenation activity .…”

Section: Introductionmentioning

confidence: 99%

First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes

Zarei,

Sobhani,

Sansano

2023

ACS Omega

View full text Add to dashboard Cite

show abstract

Ruthenium(II)-Catalyzed Grignard-Type Nucleophilic Addition of C(sp²)–H Bonds to Unactivated Aldehydes

Cited by 1 publication

References 41 publications

First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes

First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes

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Ruthenium(II)-Catalyzed Grignard-Type Nucleophilic Addition of C(sp2)–H Bonds to Unactivated Aldehydes

Cited by 1 publication

References 41 publications

First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes

First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes

Contact Info

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Resources

About

Ruthenium(II)-Catalyzed Grignard-Type Nucleophilic Addition of C(sp²)–H Bonds to Unactivated Aldehydes