scholarly journals Removal of benzylidene acetal and benzyl ether in carbohydrate derivatives using triethylsilane and Pd/C

2013 ◽  
Vol 9 ◽  
pp. 74-78 ◽  
Author(s):  
Abhishek Santra ◽  
Tamashree Ghosh ◽  
Anup Kumar Misra
Keyword(s):  
Room Temperature ◽  
Transfer Hydrogenation ◽  
Benzyl Ether ◽  
Catalytic Transfer Hydrogenation ◽  
Excellent Yield ◽  
Benzyl Ethers ◽  
Catalytic Transfer

Clean deprotection of carbohydrate derivatives containing benzylidene acetals and benzyl ethers was achieved under catalytic transfer hydrogenation conditions by using a combination of triethylsilane and 10% Pd/C in CH3OH at room temperature. A variety of carbohydrate diol derivatives were prepared from their benzylidene derivatives in excellent yield.

Palladium-catalyzed simple and efficient hydrogenative cleavage of azo compounds using recyclable polymer-supported formate

2005 ◽  
Vol 83 (5) ◽  
pp. 517-520 ◽  
Author(s):  
Keelara Abiraj ◽  
Gejjalagere R Srinivasa ◽  
D Channe Gowda
Keyword(s):  
Functional Groups ◽  
Room Temperature ◽  
Hydrogen Donor ◽  
Transfer Hydrogenation ◽  
Azo Compounds ◽  
Catalytic Transfer Hydrogenation ◽  
Palladium Catalyzed ◽  
Catalytic Transfer ◽  
Polymer Supported

Palladium-catalyzed room temperature transfer hydrogenation of azo compounds using recyclable polymer-supported formate as the hydrogen donor produces corresponding amine(s) in excellent yields (88%–98%). This method was found to be highly facile with selectivity over a number of other functional groups such as halogen, alkene, nitrile, carbonyl, amide, methoxy, and hydroxyl.Key words: azo compounds, catalytic transfer hydrogenation, polymer-supported formate, 10% Pd-C, amines.

scholarly journals Reduction of the Diazo Functionality of α-Diazocarbonyl Compounds into a Methylene Group by NH3BH3 or NaBH4 Catalyzed by Au Nanoparticles

Nanomaterials ◽  
2021 ◽  
Vol 11 (1) ◽  
pp. 248
Author(s):  
Marios Kidonakis ◽  
Manolis Stratakis
Keyword(s):  
Room Temperature ◽  
Au Nanoparticles ◽  
Transfer Hydrogenation ◽  
Protic Solvent ◽  
Boron Hydride ◽  
Catalytic Transfer Hydrogenation ◽  
Reaction Conditions ◽  
Catalytic Transfer ◽  
Methylene Group

Supported Au nanoparticles on TiO2 (1 mol%) are capable of catalyzing the reduction of the carbene-like diazo functionality of α-diazocarbonyl compounds into a methylene group [C=(N2) → CH2] by NH3BH3 or NaBH4 in methanol as solvent. The Au-catalyzed reduction that occurs within a few minutes at room temperature formally requires one hydride equivalent (B-H) and one proton that originates from the protic solvent. This pathway is in contrast to the Pt/CeO2-catalyzed reaction of α-diazocarbonyl compounds with NH3BH3 in methanol, which leads to the corresponding hydrazones instead. Under our stoichiometric Au-catalyzed reaction conditions, the ketone-type carbonyls remain intact, which is in contrast to the uncatalyzed conditions where they are selectively reduced by the boron hydride reagent. It is proposed that the transformation occurs via the formation of chemisorbed carbenes on Au nanoparticles, having proximally activated the boron hydride reagent. This protocol is the first general example of catalytic transfer hydrogenation of the carbene-like α -ketodiazo functionality.

Facile Cleavage of Benzyl Ethers by Catalytic Transfer Hydrogenation

Synthesis ◽  
1981 ◽  
Vol 1981 (05) ◽  
pp. 396-397 ◽  
Author(s):  
Stephen Hanessian ◽  
Teng Jiam Liak ◽  
Benoit Vanasse
Keyword(s):  
Transfer Hydrogenation ◽  
Catalytic Transfer Hydrogenation ◽  
Benzyl Ethers ◽  
Catalytic Transfer
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