Colloid and nanodimensional catalysts in organic synthesis: II. The hydrogenation of alkenes with hydrogen at atmospheric pressure

Мохов, В. М.; Popov, Yu. V.; Nebykov, D. N.

doi:10.1134/s1070363214040033

Cited by 12 publications

(6 citation statements)

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“…In a new study by Mokhov et al, the hydrogenation of camphene in a colloid solution of Ni was carried out at 50 °C under atmospheric pressure . Ultimately, a 55 wt % conversion of camphene to 2,2,3-trimethylnorbornane was reached.…”

Section: α-Pinene Upgrading Techniquesmentioning

confidence: 99%

“…Ultimately, a 55 wt % conversion of camphene to 2,2,3-trimethylnorbornane was reached. The authors assumed high reversibility of camphene hydrogenation and thus indicated that high pressures of hydrogen should be used . Previously, camphene hydrogenation was also tested over rhodium(I) complexes and chirally modified ruthenium clusters, resulting in high diastereoselectivity, with the selectivity favoring the cis hydrogenation products. , …”

Section: α-Pinene Upgrading Techniquesmentioning

confidence: 99%

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Catalytic Upgrading of Extractives to Chemicals: Monoterpenes to “EXICALS”

2015

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Section: α-Pinene Upgrading Techniquesmentioning

confidence: 99%

Section: α-Pinene Upgrading Techniquesmentioning

confidence: 99%

Catalytic Upgrading of Extractives to Chemicals: Monoterpenes to “EXICALS”

2015

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“…Immobilization of catalytic species in structurally regular porous solid supports can provide catalytic site isolation without relying on bulky ligands, thus offering an alternative route to obtaining highly active base metal catalysts. Significant efforts have been devoted to the development of zeolite-, silica-, or graphene-supported iron- and cobalt-based heterogeneous hydrogenation catalysts , and bare or protected metallic nanoparticles-based catalysts . However, the activities and stability of these heterogeneous hydrogenation catalysts are still far from satisfactory.…”

Section: Introductionmentioning

confidence: 99%

Single-Site Cobalt Catalysts at New Zr₈(μ₂-O)₈(μ₂-OH)₄ Metal-Organic Framework Nodes for Highly Active Hydrogenation of Alkenes, Imines, Carbonyls, and Heterocycles

et al. 2016

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We report here the synthesis of robust and porous metal-organic frameworks (MOFs), M-MTBC (M = Zr or Hf), constructed from the tetrahedral linker methane-tetrakis(p-biphenylcarboxylate) (MTBC) and two types of secondary building units (SBUs): cubic M8(μ2-O)8(μ2-OH)4 and octahedral M6(μ3-O)4(μ3-OH)4. While the M6-SBU is isostructural with the 12-connected octahedral SBUs of UiO-type MOFs, the M8-SBU is composed of eight M(IV) ions in a cubic fashion linked by eight μ2-oxo and four μ2-OH groups. The metalation of Zr-MTBC SBUs with CoCl2, followed by treatment with NaBEt3H, afforded highly active and reusable solid Zr-MTBC-CoH catalysts for the hydrogenation of alkenes, imines, carbonyls, and heterocycles. Zr-MTBC-CoH was impressively tolerant of a range of functional groups and displayed high activity in the hydrogenation of tri- and tetra-substituted alkenes with TON > 8000 for the hydrogenation of 2,3-dimethyl-2-butene. Our structural and spectroscopic studies show that site isolation of and open environments around the cobalt-hydride catalytic species at Zr8-SBUs are responsible for high catalytic activity in the hydrogenation of a wide range of challenging substrates. MOFs thus provide a novel platform for discovering and studying new single-site base-metal solid catalysts with enormous potential for sustainable chemical synthesis.

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“…Significant efforts have in recent years been devoted to discovering earth-abundant metal catalysts ,− most of which have limited lifetimes and modest activities. Parallel efforts have been devoted to the development of zeolite- and silica-supported iron- and cobalt-based heterogeneous hydrogenation catalysts, , bare or protected metallic nanoparticles, − or iron oxide nanoparticle-based catalysts . However, the activities and lifetimes of these heterogeneous hydrogenation catalysts are still far from satisfactory.…”

mentioning

confidence: 99%

Salicylaldimine-Based Metal–Organic Framework Enabling Highly Active Olefin Hydrogenation with Iron and Cobalt Catalysts

et al. 2014

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A robust and porous Zr metal-organic framework, sal-MOF, of UiO topology was synthesized using a salicylaldimine (sal)-derived dicarboxylate bridging ligand. Postsynthetic metalation of sal-MOF with iron(II) or cobalt(II) chloride followed by treatment with NaBEt3H in THF resulted in Fe- and Co-functionalized MOFs (sal-M-MOF, M = Fe, Co) which are highly active solid catalysts for alkene hydrogenation. Impressively, sal-Fe-MOF displayed very high turnover numbers of up to 145000 and was recycled and reused more than 15 times. This work highlights the unique opportunity of developing MOF-based earth-abundant catalysts for sustainable chemical synthesis.

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Colloid and nanodimensional catalysts in organic synthesis: II. The hydrogenation of alkenes with hydrogen at atmospheric pressure

Cited by 12 publications

References 13 publications

Catalytic Upgrading of Extractives to Chemicals: Monoterpenes to “EXICALS”

Catalytic Upgrading of Extractives to Chemicals: Monoterpenes to “EXICALS”

Single-Site Cobalt Catalysts at New Zr₈(μ₂-O)₈(μ₂-OH)₄ Metal-Organic Framework Nodes for Highly Active Hydrogenation of Alkenes, Imines, Carbonyls, and Heterocycles

Salicylaldimine-Based Metal–Organic Framework Enabling Highly Active Olefin Hydrogenation with Iron and Cobalt Catalysts

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Colloid and nanodimensional catalysts in organic synthesis: II. The hydrogenation of alkenes with hydrogen at atmospheric pressure

Cited by 12 publications

References 13 publications

Catalytic Upgrading of Extractives to Chemicals: Monoterpenes to “EXICALS”

Catalytic Upgrading of Extractives to Chemicals: Monoterpenes to “EXICALS”

Single-Site Cobalt Catalysts at New Zr8(μ2-O)8(μ2-OH)4 Metal-Organic Framework Nodes for Highly Active Hydrogenation of Alkenes, Imines, Carbonyls, and Heterocycles

Salicylaldimine-Based Metal–Organic Framework Enabling Highly Active Olefin Hydrogenation with Iron and Cobalt Catalysts

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Product

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Single-Site Cobalt Catalysts at New Zr₈(μ₂-O)₈(μ₂-OH)₄ Metal-Organic Framework Nodes for Highly Active Hydrogenation of Alkenes, Imines, Carbonyls, and Heterocycles