Catalytic hydrogenation of nitrophenols and nitrotoluenes over a palladium/graphene nanocomposite

2014 ◽  
Vol 4 (6) ◽  
pp. 1742-1748 ◽  
Author(s):  
Jingwen Sun ◽  
Yongsheng Fu ◽  
Guangyu He ◽  
Xiaoqiang Sun ◽  
Xin Wang
Keyword(s):  
Sodium Borohydride ◽  
Catalytic Hydrogenation ◽  
Plausible Mechanism ◽  
Graphene Nanocomposite

A plausible mechanism for the reduction of p-nitrophenol catalyzed by a Pd/G catalyst in the presence of sodium borohydride.

The synthesis of model lactones of cyclolignan type

1981 ◽  
Vol 46 (9) ◽  
pp. 2123-2128 ◽  
Author(s):  
Jiří Křepelka ◽  
Jiří Holubek
Keyword(s):  
Sodium Borohydride ◽  
Catalytic Hydrogenation ◽  
Dicarboxylic Acids ◽  
Inhibitory Effect ◽  
Experimental Animals

Lactones VI-IX were prepared on reduction of anhydrides of 4-aryl-1-methoxynaphthalene-2,3-dicarboxylic acids IV and V with sodium borohydride in methanol. Catalytic hydrogenation on platinum of lactones VIII and IX gave lactones with hydrogenated ring A, or A and C. Lactones XII and XIII were found to possess an inhibitory effect on the growth of the tumour S 37 in experimental animals.

The synthesis of D-angolosamine

1977 ◽  
Vol 55 (6) ◽  
pp. 1100-1103 ◽  
Author(s):  
Hans H. Baer ◽  
Fawzy F. Z. Georges
Keyword(s):  
Sodium Borohydride ◽  
Catalytic Hydrogenation ◽  
Title Compound ◽  
Amino Glycoside ◽  
Starting Point ◽  
Simplified Procedure

The synthesis of 2,3,6-trideoxy-3-dimethylamino-D-arabino-hexose hydrochloride (10) (D-angolosamine, a constituent of the antibiotic, angolamycin) is described. First, a simplified procedure for the preparation of methyl 6-deoxy-α-D-glucopyranoside from methyl α-D-glucopyranoside is recorded. The deoxy derivative served as the starting point for sequential preparation of methyl 3,6-dideoxy-3-nitro-α-D-glucopyranoside (1), its 2,4-diacetate (2), its 4-monoacetate (3), its 2-O-mesyl-4-acetate (4), its 2-mesylate (5), and methyl 2,3,6-trideoxy-3-nitro-α-D-erythro-hex-2-enopyranoside (6) essentially according to procedures previously established (in part, in the L-series). Treatment of 5 or 6 with sodium borohydride produced methyl 2,3,6-trideoxy-3-nitro-α-D-arabino-hexopyranoside (7). Catalytic hydrogenation of 7 gave the corresponding 3-amino glycoside hydrochloride (8) which was hydrolyzed to furnish 3-amino-2,3,6-trideoxy-D-arabino-hexose hydrochloride (9) (D-acosamine, the enantiomer of a component of the antibiotic, actinoidin). N,N-Dimethylation of 8 followed by hydrolysis afforded the crystalline title compound (10).

Model reactions for a synthesis of streptamine based on the diamination of nitrocyclitol acetates

1968 ◽  
Vol 46 (17) ◽  
pp. 2793-2797 ◽  
Author(s):  
Hans H. Baer ◽  
Margaret C. T. Wang
Keyword(s):  
Sodium Borohydride ◽  
Catalytic Hydrogenation ◽  
Borohydride Reduction ◽  
Permanganate Oxidation ◽  
Sodium Borohydride Reduction ◽  
Model Reactions

Treatment of trans,trans-2-nitro-1,3-cyclohexanediol diacetate with ammonia followed by acetylation gives trans,trans 1,3-diacetamido-2-nitrocyclohexane (4). Catalytic hydrogenation of 4 and subsequent acetylation lead to trans,trans-2,6-diacetamidocyclohexylamine (5) and trans,trans-1,2,3-triacetamidocyclohexane (6), respectively. Permanganate oxidation of 4 affords cis-2,6-diacetamidocyclohexanone (7; 2,4-dinitrophenylhydrazone, 8). Sodium borohydride reduction of 7 produces trans,trans-2,6-diacetamidocyclohexanol (9; O-acetate, 10).

Bromate reduction in water by catalytic hydrogenation using metal–organic frameworks and sodium borohydride

RSC Advances ◽  
2015 ◽  
Vol 5 (54) ◽  
pp. 43885-43896 ◽  
Author(s):  
Kun-Yi Andrew Lin ◽  
Shen-Yi Chen
Keyword(s):  
Sodium Borohydride ◽  
Catalytic Hydrogenation ◽  
Metal Organic Frameworks ◽  
Metal Organic ◽  
Bromate Reduction

Catalytic hydrogenation of bromate is a promising approach to remove bromate from water considering that this approach not only removes bromate but also converts it to bromide.

Ag Nanoparticles Decorated N-Doped Carbon Black as a High-Performance Catalyst for Catalytic Hydrogenation of p-Nitrophenol

NANO ◽  
2019 ◽  
Vol 14 (08) ◽  
pp. 1950095
Author(s):  
Jing Chen ◽  
Yanting Gao ◽  
Yongsheng Fu ◽  
Shugang Pan
Keyword(s):  
Catalytic Activity ◽  
Carbon Black ◽  
Synergistic Effect ◽  
Sodium Borohydride ◽  
Catalytic Hydrogenation ◽  
Ag Nanoparticles ◽  
High Performance ◽  
Significant Enhancement ◽  
Straightforward Method ◽  
High Dispersity

Ag nanoparticles decorated N-doped carbon black with different Ag content was synthesized via a straightforward method. The catalysts have been conducted in the catalytic hydrogenation of nitrophenols in the presence of sodium borohydride. The results show that Ag4/NCB possesses the highest catalytic activity for the catalytic hydrogenation of [Formula: see text]-nitrophenol ([Formula: see text]-NP) to [Formula: see text]-aminophenol ([Formula: see text]-AP). The significant enhancement in catalytic activity can be attributed to the high dispersity and smaller size of Ag nanoparticles, and remarkable synergistic effect of the combination of Ag nanoparticles and N-doped carbon black.

Stereospecific synthesis of isomeric 4-substituted 9-(2,3-dihydroxybutyl)adenines

1982 ◽  
Vol 47 (1) ◽  
pp. 173-189 ◽  
Author(s):  
Antonín Holý
Keyword(s):  
Acid Hydrolysis ◽  
Sodium Borohydride ◽  
Sodium Salt ◽  
Catalytic Hydrogenation ◽  
Sodium Azide ◽  
Sodium Iodide ◽  
Stereospecific Synthesis ◽  
Isopropylidene Derivative

Reduction of ethyl 2,3-O-isopropylidene-D-tartrate with sodium borohydride afforded (4S, 5S)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (Va) which was benzoylated to give monobenzoyl derivative Vd and further transformed into p-toluensulfonyl derivative Ve. Reaction of the compound Ve with sodium salt of adenine followed by methanolysis gave 2,3-O-isopropylidene derivative Vf which on acid hydrolysis afforded 9-(2S, 3S)-(2,3,4-trihydroxybutyl)adenine (Ia). The enantiomer IIa was obtained from 3,4-O-isopropylidene-D-mannitol via (4R, 5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (VIa) using the same procedure. Reaction of compounds Vf and VIf with p-toluenesulfonyl chloride afforded 4-O-p-toluenesulfonyl derivatives Vg and VIg. These compounds were also obtained from Va and VIa via di-p-toluenesulfonyl derivatives Vc and VIc by reaction with sodium salt of adenine. Treatment of compounds Vg and VIg with sodium iodide gave 4-iodo derivatives Vh and VIh which on reaction with tri-n-butyltin hydride, followed by acid hydrolysis, afforded enantiomeric threo-2,3-dihydroxybutyl derivatives Ib andIIb. Compounds Vg and VIg on treatment with sodium azide, subsequent catalytic hydrogenation of the intermediates Vj and VIj and acid hydrolysis afforded enantiomeric threo-9-(4-amino-2,3-dihydroxybutyl)adenines (Ic,IIc).

Quaternization and sodium borohydride reduction of N-(4-pyridylcarbonylamino)-1,2,3,6-tetrahydropyridine. Synthesis of N-amino-1,2,3,6-tetrahydropyridines

1979 ◽  
Vol 57 (22) ◽  
pp. 2981-2985 ◽  
Author(s):  
K. Redda ◽  
L. A. Corleto ◽  
E. E. Knaus
Keyword(s):  
Methyl Iodide ◽  
Sodium Borohydride ◽  
Catalytic Hydrogenation ◽  
Quaternary Salt ◽  
Borohydride Reduction ◽  
Pharmacological Activities ◽  
Sodium Borohydride Reduction

Reaction of N-(4-pyridylcarbonylamino)-1,2,3,6-tetrahydropyridine (2a) with methyl chloroformate afforded the quaternary salt 3a whereas reaction with methyl iodide gave a mixture of 3b and 6. Sodium borohydride reduction of 3a using methanol at −65 °C gave the N-methoxycarbonyl-1,2-dihydropyridine 4a whereas reduction using ethanol at 0 °C gave the 1,2,3,6-tetrahydropyridine 4b. Reduction of 3b and 6 gave rise to a mixture of 4c and 7. Catalytic hydrogenation of 4b and 4c afforded the respective piperidyl derivatives 10 and 11. The pharmacological activities of the products are presented.

Selectivity and activity in catalytic hydrogenation of azido groups over Pd nanoparticles on aluminum oxy-hydroxide

2016 ◽  
Vol 40 (11) ◽  
pp. 9550-9555 ◽  
Author(s):  
Belgüzar Yasemin Kara ◽  
Benan Kılbaş ◽  
Haydar Göksu
Keyword(s):  
Sodium Borohydride ◽  
Catalytic Hydrogenation ◽  
Pd Nanoparticles ◽  
Aryl Azides ◽  
Catalytic Method

A practical and effective catalytic method has been developed for the reduction of aryl azides in the presence of PdAlO(OH) nanoparticles and sodium borohydride.

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