2014
DOI: 10.1039/c4ra06174h
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Base-free chemoselective transfer hydrogenation of nitroarenes to anilines with formic acid as hydrogen source by a reusable heterogeneous Pd/ZrP catalyst

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Cited by 66 publications
(46 citation statements)
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“…The effects of the hydrogen donor, solvent, and substrate concentration were investigated in detail to optimize the reaction conditions, and the results are summarized in Table 2 (entries 17-33). Initially, we explored the reduction of 4-methoxynitrobenzene in the presence of 0.5Ru/ OMS-IL with five different hydrogen donors: hydrazine hydrate, sodium borohydride, formic acid, potassium formate, and hydrogen ( Table 2, entries [17][18][19][20][21]. The use of hydrazine hydrate ( Table 2, entry 1) in ethanol as the solvent resulted in the highest conversion of 4-methoxynitrobenzene (69 %) with >99 % selectivity to 4-methoxyaniline.…”
Section: Catalytic Reactionmentioning
confidence: 99%
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“…The effects of the hydrogen donor, solvent, and substrate concentration were investigated in detail to optimize the reaction conditions, and the results are summarized in Table 2 (entries 17-33). Initially, we explored the reduction of 4-methoxynitrobenzene in the presence of 0.5Ru/ OMS-IL with five different hydrogen donors: hydrazine hydrate, sodium borohydride, formic acid, potassium formate, and hydrogen ( Table 2, entries [17][18][19][20][21]. The use of hydrazine hydrate ( Table 2, entry 1) in ethanol as the solvent resulted in the highest conversion of 4-methoxynitrobenzene (69 %) with >99 % selectivity to 4-methoxyaniline.…”
Section: Catalytic Reactionmentioning
confidence: 99%
“…Nitroarenes with nonreducible groups such as -CH 3 , -OH, -NH 2 , and -CF 3 ( Table 3, entries 1-9), were quantitatively transformed into the corresponding amines in yields >99 %. Furthermore, we were pleased to find that halo (F, Cl, Br)-substituted nitroarenes could be reduced to the corresponding anilines with no discernible dehalogenation ( Table 3, entries [10][11][12][13][14][15][16][17][18][19][20]. A number of other reducible functional groups (e.g., carboxy, ester, nitrile, amide, and sulfanilamide) were tolerated in the reduction reaction ( Table 3, entries [21][22][23][24].…”
Section: Catalytic Reactionmentioning
confidence: 99%
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“…The chemoselective reduction of nitro to amino group in the presence of reducible groups like C=C bond is still a challenge to be achieved. [28][29][30][31] The catalytic activity of Ag and Pd/Ag NPs was evaluated in the chemoselective hydrogenation of p-nitrostyrene to p-aminostyrene using AB (hydrogen source) as a reducing agent as shown in Scheme 1. AB is a white colored solid at room temperature which contains 19.6 wt.% of hydrogen and has attracted great attention to be used as a promising storage material in the recent past.…”
Section: Catalytic Reactionmentioning
confidence: 99%
“…These results motivated us to extend the preparation method for a bimetallic catalyst such as CoPd and to examine its catalytic activity for the industrially important maleic anhydride (MAn) hydrogenation reaction toward succinic acid (SA), a C‐4 building block chemical 42. Very recently, our group synthesized supported metal catalysts for efficient utilization of FA in the hydrogenation reactions of 5‐hydroxymethylfuraldehyde, levulinic acid, and nitroarenes 4345. Continuous research efforts in the effective and facile utilization of FA under moderate conditions with decreased metal content for industrially important catalytic reactions paved the path for this research.…”
Section: Introductionmentioning
confidence: 99%