635-46-1Relevant articles and documents
Correction to: Halogen-Bonding-Induced Hydrogen Transfer to C=N Bond with Hantzsch Ester (Org. Lett. (2014) 16:12 (3244-3247) DOI: 10.1021/ol501259q)
He, Wei,Ge, Yi-Cen,Tan, Choon-Hong
, p. 7684 - 7684 (2019)
The structure of C1 has been revised in the Graphical Abstract/Table of Contents graphic.(Figure presented)
Study of Hydrodesulfurization by the Use of 35S-Labeled Dibenzothiophene. 2. Behavior of Sulfur in HDS, HDO, and HDN on Sulfided Mo/Al2O3 Catalyst
Kabe, Toshiaki,Quian, Weihua,Ishihara, Atsushi
, p. 912 - 916 (1994)
To investigate the behavior of sulfur during the hydrodesulfurization (HDS), 35S-labeled dibenzothiophene (DBT) was reacted on sulfided Mo/Al2O3.It was found that 35S in DBT was accommodated on the catalyst and the concentration of 35S on the catalyst always reached a steady state under fixed reaction conditions. 35S accommodated on the catalyst cannot be removed without the incorporation of sulfur from HDS of sulfur compounds such as DBT, benzothiophene, thiophene, and thiophenol.The removal rate of 35S from the catelyst depended upon the rate of HDS of these compounds, that is, the amount of sulfur incorporated into the catalyst.It was suggested that H2S is formed from some portion of sulfur on the surface of the catalyst othe than from that in the sulfur compounds.When hydrodenitrogenation (HDN) and hydrodeoxygenation (HDO) reactions were carried out on the catalyst containing 35S, some portion of 35S could be replaced by oxygen atoms and released as H2S; in contrast to this, 35S was hardly replaced by N atoms.
Chemoselective and Tandem Reduction of Arenes Using a Metal–Organic Framework-Supported Single-Site Cobalt Catalyst
Antil, Neha,Kumar, Ajay,Akhtar, Naved,Begum, Wahida,Chauhan, Manav,Newar, Rajashree,Rawat, Manhar Singh,Manna, Kuntal
supporting information, p. 1031 - 1040 (2022/01/19)
The development of heterogeneous, chemoselective, and tandem catalytic systems using abundant metals is vital for the sustainable synthesis of fine and commodity chemicals. We report a robust and recyclable single-site cobalt-hydride catalyst based on a porous aluminum metal–organic framework (DUT-5 MOF) for chemoselective hydrogenation of arenes. The DUT-5 node-supported cobalt(II) hydride (DUT-5-CoH) is a versatile solid catalyst for chemoselective hydrogenation of a range of nonpolar and polar arenes, including heteroarenes such as pyridines, quinolines, isoquinolines, indoles, and furans to afford cycloalkanes and saturated heterocycles in excellent yields. DUT-5-CoH exhibited excellent functional group tolerance and could be reusable at least five times without decreased activity. The same MOF-Co catalyst was also efficient for tandem hydrogenation–hydrodeoxygenation of aryl carbonyl compounds, including biomass-derived platform molecules such as furfural and hydroxymethylfurfural to cycloalkanes. In the case of hydrogenation of cumene, our spectroscopic, kinetic, and density functional theory (DFT) studies suggest the insertion of a trisubstituted alkene intermediate into the Co–H bond occurring in the turnover limiting step. Our work highlights the potential of MOF-supported single-site base–metal catalysts for sustainable and environment-friendly industrial production of chemicals and biofuels.
Ru-decorated N-doped carbon nanoflakes for selective hydrogenation of levulinic acid to γ-valerolactone and quinoline to tetrahydroquinoline with HCOOH in water
Chauhan, Arzoo,Kar, Ashish Kumar,Srivastava, Rajendra
, (2022/03/27)
The effective dissociation of biomass-derived formic acid, as a sustainable hydrogen source, in water is explored for the hydrogenation of levulinic acid (LA) and quinoline. Ru decorated carbon nanoflakes prepared by carboreduction (in Ar/H2 atmosphere) of Ru containing N-doped carbon were used as catalysts. The successful formation of Ru-decorated N-doped carbons was confirmed by numerous spectroscopic tools. The catalyst exhibited outstanding activity and selectivity for the hydrogenation of LA and quinoline using formic acid as a hydrogen donor in water under mild conditions. The catalyst afforded 99.8% LA conversion and 100% selectivity for γ-valerolactone (GVL), whereas 99.8% quinoline conversion and 93% selectivity for 1,2,3,4-tetrahydroquinoline (THQ) were obtained. Recycling experiments suggested that the catalyst was stable even after the 5 cycles. Various controlled experiments and characterizations were conducted to demonstrate the structure-activity relations and suggest plausible reaction mechanisms for the hydrogenation of LA and quinoline. The exploration of formic acid as a sustainable H2 source and the development of metal decorated N-doped carbons for hydrogenation of LA and quinoline will be fascinating to catalysis researchers and industrialists.
Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application
Han, Bo,Jiao, Haijun,Wu, Lipeng,Zhang, Jiong
, p. 2059 - 2067 (2021/09/02)
Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.
