Selective C–F and C–H Activation of Fluoroarenes by Fe(PMe3)4 and Catalytic Performance of Iron Hydride in Hydrosilylation of Carbonyl Compounds

AbstractAny catalyst should be efficient and stable to be implemented in practice. This requirement is particularly valid for manganese hydrogenation catalysts. While representing a more sustainable alternative to conventional noble metal-based systems, manganese hydrogenation catalysts are prone to degrade under catalytic conditions once operation temperatures are high. Herein, we report a highly efficient Mn(I)-CNP pre-catalyst which gives rise to the excellent productivity (TOF° up to 41 000 h−1) and stability (TON up to 200 000) in hydrogenation catalysis. This system enables near-quantitative hydrogenation of ketones, imines, aldehydes and formate esters at the catalyst loadings as low as 5–200 p.p.m. Our analysis points to the crucial role of the catalyst activation step for the catalytic performance and stability of the system. While conventional activation employing alkoxide bases can ultimately provide catalytically competent species under hydrogen atmosphere, activation of Mn(I) pre-catalyst with hydride donor promoters, e.g. KHBEt3, dramatically improves catalytic performance of the system and eliminates induction times associated with slow catalyst activation.

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Nickel Nanoparticles Supported on CMK-3 with Enhanced Catalytic Performance for Hydrogenation of Carbonyl Compounds

European Journal of Inorganic Chemistry ◽

10.1002/ejic.201600318 ◽

2016 ◽

Vol 2016 (21) ◽

pp. 3469-3473 ◽

Cited By ~ 4

Author(s):

Daeho Kim ◽

Hyuntae Kang ◽

Hyesu Park ◽

Sungkyun Park ◽

Ji Chan Park ◽

...

Keyword(s):

Carbonyl Compounds ◽

Nickel Nanoparticles ◽

Catalytic Performance

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Synthesis of silyl iron hydride via Si–H activation and its dual catalytic application in the hydrosilylation of carbonyl compounds and dehydration of benzamides

Dalton Transactions ◽

10.1039/c8dt00289d ◽

2018 ◽

Vol 47 (12) ◽

pp. 4352-4359 ◽

Cited By ~ 12

Author(s):

Shishuai Ren ◽

Shangqing Xie ◽

Tingting Zheng ◽

Yangyang Wang ◽

Shilu Xu ◽

...

Keyword(s):

Carbonyl Compounds ◽

Catalytic Application ◽

Iron Hydride

A silyl iron hydride as a dual catalyst was synthesized for the reduction of carbonyl compounds and the dehydration of amides.

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Hydrogenation of carboxylic acid derivatives with bifunctional ruthenium catalysts

Pure and Applied Chemistry ◽

10.1515/pac-2014-0103 ◽

2014 ◽

Vol 86 (6) ◽

pp. 933-943 ◽

Cited By ~ 17

Author(s):

Takao Ikariya ◽

Yoshihito Kayaki

Keyword(s):

Carboxylic Acid ◽

Carbonyl Compounds ◽

Rational Design ◽

Catalytic Performance ◽

Ruthenium Catalysts ◽

Bifunctional Catalysts ◽

Great Opportunity ◽

Amine Ligands ◽

Molecular Catalysts ◽

Classical Reduction

AbstractThis paper focuses on recent advances in the chemistry of bifunctional Ru catalysts with chelate protic amine ligands effective for hydrogenation of polar carbonyl compounds. The rational design of the cooperating amine ligand that adjusts the balance of the electronic factors on the M/NH units in the bifunctional catalysts is crucial to exploit the characteristic catalytic performance with a wide scope and high practicability. These bifunctional molecular catalysts offer a great opportunity to develop new fundamental processes for the straightforward hydrogenation of carboxylic acid derivatives as a powerful alternative for classical reduction using stoichiometric amounts of metal hydride reagents.

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Surface synergistic effect in well-dispersed Cu/MgO catalysts for highly efficient vapor-phase hydrogenation of carbonyl compounds

Catalysis Science & Technology ◽

10.1039/c5cy00437c ◽

2015 ◽

Vol 5 (8) ◽

pp. 3960-3969 ◽

Cited By ~ 36

Author(s):

Hanwen Liu ◽

Qi Hu ◽

Guoli Fan ◽

Lan Yang ◽

Feng Li

Keyword(s):

Synergistic Effect ◽

Vapor Phase ◽

Carbonyl Compounds ◽

Catalytic Performance ◽

Highly Efficient ◽

Excellent Catalytic Performance

Well-dispersed Cu/MgO catalysts exhibited excellent catalytic performance in vapor-phase hydrogenation of carbonyl compounds based on surface synergistic effect.

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Synthesis and Catalytic Activity of Iron Hydride Ligated with Bidentate N-Heterocyclic Silylenes for Hydroboration of Carbonyl Compounds

Organometallics ◽

10.1021/acs.organomet.8b00700 ◽

2019 ◽

Vol 38 (2) ◽

pp. 268-277 ◽

Cited By ~ 17

Author(s):

Xinghao Qi ◽

Tingting Zheng ◽

Junhao Zhou ◽

Yanhong Dong ◽

Xia Zuo ◽

...

Keyword(s):

Catalytic Activity ◽

Carbonyl Compounds ◽

Iron Hydride

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Epoxidation of electron-deficient α,β-unsaturated carbonyl compounds over Keggin heteropoly compounds with aqueous H2O2

Journal of Chemical Research ◽

10.3184/030823405774909289 ◽

2005 ◽

Vol 2005 (11) ◽

pp. 716-718 ◽

Cited By ~ 1

Author(s):

Qiang Gao ◽

Yong Ding ◽

Haitao Liu ◽

Jishuan Suo

Keyword(s):

Hydrogen Peroxide ◽

Carbonyl Compounds ◽

Catalytic Performance ◽

Heteropoly Compounds ◽

Aqueous Hydrogen Peroxide

The epoxidation of a variety of electron-deficient α,β-unsaturated carbonyl compounds has been studied using a series of heteropoly compounds and aqueous hydrogen peroxide in acetonitrile. Among the heteropoly compounds investigated, (CTP)3VMo12O40 showed the highest catalytic performance for the epoxidation of these compounds.

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