Nickel-catalyzed hydrogen-borrowing strategy: chemo-selective alkylation of nitriles with alcohols

2020 ◽  
Vol 56 (50) ◽  
pp. 6850-6853 ◽  
Author(s):  
Sourajit Bera ◽  
Atanu Bera ◽  
Debasis Banerjee
Keyword(s):  
Nickel Catalyst ◽  
Primary Alcohols ◽  
Selective Alkylation

A simple nickel-catalyst for the chemo-selective alkylation of acetonitrile derivatives with primary alcohols is reported. This sustainable process resulted in up to 90% yield and generates water as the by-product.

Shape-Selective Alkylation of Toluene with Methanol over Modified Nano-scale HZSM-5 Zeolite

2014 ◽  
Vol 32 (7) ◽  
pp. 1280-1286 ◽  
Author(s):  
Zhiping ZHANG ◽  
Yan ZHAO ◽  
Hongyu WU ◽  
Wei TAN ◽  
Xiangsheng WANG ◽  
...  
Keyword(s):  
Nano Scale ◽  
Shape Selective ◽  
Selective Alkylation

Addition of primary alcohols to 3-chlorononafluoro-1,5-hexadiene and perfluoro-1,3,5-hexatriene

1985 ◽  
Vol 50 (8) ◽  
pp. 1714-1726 ◽  
Author(s):  
Václav Dědek ◽  
Igor Linhart ◽  
Milan Kováč
Keyword(s):  
Sulfuric Acid ◽  
Primary Alcohols ◽  
Principal Product ◽  
Allyl Rearrangement ◽  
Concentrated Sulfuric Acid ◽  
Sodium Alkoxide

Sodium alkoxide-catalyzed addition of methanol, ethanol and propanol to 3-chlorononafluoro-1,5-hexadiene (I) proceeds at temperatures -35 °C to 8 °C with allyl rearrangement, affording 1,6-dialkoxy-1,1,2,3,4,4,5,6,6-octafluoro-2,4-hexadiene (V) as the principal product, along with 1,6-dialkoxy-1,2,3,3,4,5,6,6-octafluoro-1,5-diene (VI) and trans-1,6-dialkoxy-1,1,2,3,4,4,5,6,6-nonafluoro-2-hexene (VII). The ethers Va-Vc consist of the cis,trans- and trans,trans-isomers in about 3 : 1 ratio, whereas the ethers VIa-VIc have trans,trans-configuration. Ethers Vc and VIc react with concentrated sulfuric acid to give dipropyl 2,3,4,5-tetrafluoro-2,4-hexadienedioate (IX) and dipropyl 2,3,4,4,5-pentafluoro-2-hexenedioate (X), respectively, whereas the ether VIIc affords a mixture of propyl 6-propyloxy-2,3,4,4,5,6-heptafluoro-2-hexenoate (XI) and ester X. Addition of methanol to perfluoro-1,3,5-hexatriene (II) affords 1,1,2,3,4,5,6,6-octafluoro-1,6-dimethoxy-3-hexene (XIII) as the principal product.

Hydrophobic hydrogen anode with a nickel catalyst

1982 ◽  
Vol 47 (12) ◽  
pp. 3230-3235 ◽  
Author(s):  
Olga Marholová ◽  
Karel Smrček
Keyword(s):  
Surface Area ◽  
Nickel Catalyst ◽  
Raney Nickel ◽  
Platinum Catalyst ◽  
Raney Nickel Catalyst ◽  
Electrochemical Parameters ◽  
Geometric Surface ◽  
Geometric Surface Area ◽  
Hydrogen Anode ◽  
In Cells

A hydrophobic porous hydrogen anode was prepared whose electrochemical parameters are comparable with anodes containing a platinum catalyst. For its successful preparation, oxidation of the Raney nickel catalyst with air oxygen or with fluorine from Teflon must be prevented. The electrodes of a geometric surface area up to 450 cm2 were tested in cells and modules filled with 7M-KOH.

Catalyst Selection for Hydrogenation of 1,2-Dihydroacenaphthylene

1998 ◽  
Vol 63 (11) ◽  
pp. 1945-1953 ◽  
Author(s):  
Jiří Hanika ◽  
Karel Sporka ◽  
Petr Macoun ◽  
Vladimír Kysilka
Keyword(s):  
Activation Energy ◽  
Nickel Catalyst ◽  
Palladium Catalyst ◽  
Active Component ◽  
Reaction Order ◽  
Nickel Catalysts ◽  
Practical Application ◽  
Repeated Use ◽  
Selection For ◽  
Catalyst Selection

The activity of ruthenium, palladium, and nickel catalysts for the hydrogenation of 1,2-dihydroacenaphthylene in cyclohexane solution was studied at temperatures up to 180 °C and pressures up to 8 MPa. The GC-MS technique was used to identify most of the perhydroacenaphthylene stereoisomers, whose fractions in the product were found dependent on the nature of the active component of the catalyst. The hydrogenation was fastest on the palladium catalyst (3% Pd/C). The nickel catalyst Ni-NiO/Al2O3, which is sufficiently active also after repeated use, can be recommended for practical application. The activation energy of 1,2-dihydroacenaphthylene hydrogenation using this catalyst is 17 kJ/mol, the reaction order with respect to hydrogen is unity.

Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis

Science ◽  
2021 ◽  
Vol 372 (6538) ◽  
pp. 175-182
Author(s):  
Hairong Lyu ◽  
Ilia Kevlishvili ◽  
Xuan Yu ◽  
Peng Liu ◽  
Guangbin Dong
Keyword(s):  
Nickel Catalyst ◽  
Bioactive Compounds ◽  
Cyclic Ethers ◽  
Alkyl Ether ◽  
Tandem Catalysis ◽  
Mechanistic Studies ◽  
Alkyl Ethers ◽  
Nitrogen Substitution ◽  
Zinc Nickel

Mild methods to cleave the carbon-oxygen (C−O) bond in alkyl ethers could simplify chemical syntheses through the elaboration of these robust, readily available precursors. Here we report that dibromoboranes react with alkyl ethers in the presence of a nickel catalyst and zinc reductant to insert boron into the C−O bond. Subsequent reactivity can effect oxygen-to-nitrogen substitution or one-carbon homologation of cyclic ethers and more broadly streamline preparation of bioactive compounds. Mechanistic studies reveal a cleavage-then-rebound pathway via zinc/nickel tandem catalysis.

Cross β-alkylation of primary alcohols catalysed by DMF-stabilized iridium nanoparticles

2021 ◽  
Author(s):  
Masaki Kobayashi ◽  
Hiroki Yamaguchi ◽  
Takeyuki Suzuki ◽  
Yasushi Obora
Keyword(s):  
Primary Alcohols ◽  
Recycling Process ◽  
Catalyst Recycling ◽  
Simple Method ◽  
Benzyl Alcohols ◽  
Effective Catalyst ◽  
Iridium Nanoparticles ◽  
Highly Effective ◽  
Linear Alcohols ◽  
The Cross

A simple method for the cross β-alkylation of linear alcohols with benzyl alcohols in the presence of DMF-stabilized iridium nanoparticles was developed. Furthermore, a highly effective catalyst-recycling process was also developed.

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