scholarly journals Multiple Mechanisms Mapped in Aryl Alkyl Ether Cleavage via Aqueous Electrocatalytic Hydrogenation over Skeletal Nickel

2020 ◽  
Vol 142 (8) ◽  
pp. 4037-4050 ◽  
Author(s):  
Yuting Zhou ◽  
Grace E. Klinger ◽  
Eric L. Hegg ◽  
Christopher M. Saffron ◽  
James E. Jackson
ChemInform ◽  
2005 ◽  
Vol 36 (18) ◽  
Author(s):  
Walter E. Kowtoniuk ◽  
Darren K. MacFarland
Keyword(s):  

2019 ◽  
Vol 17 (7) ◽  
pp. 1744-1748 ◽  
Author(s):  
Caleb A. H. Jones ◽  
Nathan D. Schley

Simple cationic bis(phosphine)iridium complexes are shown to be highly selective catalysts for ether cleavage with silanes. Benzylic ethers can be cleaved under mild conditions in the presence of reductively-labile functional groups.


2005 ◽  
Vol 46 (3) ◽  
pp. 451-453 ◽  
Author(s):  
Walter E. Kowtoniuk ◽  
Darren K. MacFarland
Keyword(s):  

2000 ◽  
Vol 487 (1) ◽  
pp. 31-36 ◽  
Author(s):  
G.M.R van Druten ◽  
E Labbé ◽  
V Paul-Boncour ◽  
J Périchon ◽  
A Percheron-Guégan

Science ◽  
2021 ◽  
Vol 372 (6538) ◽  
pp. 175-182
Author(s):  
Hairong Lyu ◽  
Ilia Kevlishvili ◽  
Xuan Yu ◽  
Peng Liu ◽  
Guangbin Dong

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.


Cell Calcium ◽  
2021 ◽  
pp. 102435
Author(s):  
Maxime Guéguinou ◽  
Romain Felix ◽  
Séverine Marionneau-Lambot ◽  
Thibault Oullier ◽  
Aubin Penna ◽  
...  

Catalysts ◽  
2020 ◽  
Vol 10 (6) ◽  
pp. 692
Author(s):  
Yan Du ◽  
Xiao Chen ◽  
Ji Qi ◽  
Pan Wang ◽  
Changhai Liang

The electrocatalytic hydrogenation (ECH) of biomass-derived levulinic acid (LA) is a promising strategy to synthetize fine chemicals under ambient conditions by replacing the thermocatalytic hydrogenation at high temperature and high pressure. Herein, various metallic electrodes were investigated in the ECH of LA in a H-type divided cell. The effects of potential, electrolyte concentration, reactant concentration, and temperature on catalytic performance and Faradaic efficiency were systematically explored. The high conversion of LA (93%) and excellent “apparent” selectivity to valeric acid (VA) (94%) with a Faradaic efficiency of 46% can be achieved over a metallic lead electrode in 0.5 M H2SO4 electrolyte containing 0.2 M LA at an applied voltage of −1.8 V (vs. Ag/AgCl) for 4 h. The combination of adsorbed LA and adsorbed hydrogen (Hads) on the surface of the metallic lead electrode is key to the formation of VA. Interestingly, the reaction performance did not change significantly after eight cycles, while the surface of the metallic lead cathode became rough, which may expose more active sites for the ECH of LA to VA. However, there was some degree of corrosion for the metallic lead cathode in this strong acid environment. Therefore, it is necessary to improve the leaching-resistance of the cathode for the ECH of LA in future research.


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