- Effective and selective direct aminoformylation of nitroarenes utilizing palladium nanoparticles assisted by fibrous-structured silica nanospheres
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Abstract: Palladium nanoparticles (~ 1–3?nm, 0.4?wtpercent Pd) were uniformly distributed over the surface of fibrous silica nanospheres (KCC-1) modified via aminopropyltriethoxysilane using a fast and cost-effective palladium (II) chloride reduction process. The Pd nanoparticles (Pd NPs) distribution over the ensuing catalyst Pd/KCC-1-NH2 showed much more uniform distribution, and smaller size compared with the tedious hydrothermal reduction method. The morphological, chemical, and size analyses of Pd/KCC-1-NH2 by BET, UV–Vis spectra, XRD, HR-TEM, EDS and XPS analysis revealed that the succeeding material consist of a distinct fibrous silica nanospheres support adorn with Pd NPs. The resultant nanocatalyst was tested for the one-step reductive aminoformylation of aromatic nitro compounds using formic acid. A wide range of substituted nitroarenes including electron withdrawing, releasing, sterically hindered and multifunctional groups have been converted to corresponding aryl formamide in quantitative yields (yields up to 98percent) at moderate temperature (70?°C). Optimization study has proved that the 6 equivalent of formic acid is required and toluene was found to be the better solvent. The established practice is beneficial due to the use of formic acid as H2 source and formylating agent, easiness in handling of the catalyst and simple workup procedure with efficient catalyst reusability. Graphic abstract: [Figure not available: see fulltext.].
- Jaseer, E. A.,Qureshi, Ziyauddin S.
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- FE NANOPARTICLES WITH PPM CONTENTS OF PD, CU AND/OR NI, REACTIONS IN WATER CATALYZED BY THEM
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The present application discloses a nanoparticle composition prepared from a mixture comprising: a) a transition metal salt; b) an iron salt; and c) a reducing agent; and methods for the use of such compositions, including the reduction of an organic compound comprising a nitro group to form an organic compound comprising an amine group, the Cu-catalyzed cyclization of an azide and an alkyne (click chemistry) and cross coupling reactions, notably Suzuki-Miyaura reactions. The transition metal salts are in particular Pd, Cu and Ni salts, the content of these metals being typically in the ppm range based on the major constituent Fe in the final products.
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Paragraph 0077; 0078
(2017/07/14)
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- Safe and Selective Nitro Group Reductions Catalyzed by Sustainable and Recyclable Fe/ppm Pd Nanoparticles in Water at Room Temperature
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As a result of a unique synergy between ligand-free Fe/ppm Pd nanoparticles and PEG-containing designer surfactants, a facile and selective reduction of nitro-containing aromatics and heteroaromatics can be effected in water at room temperature in the presence of NaBH4. This new nanotechnology involves low catalyst loadings, is highly chemoselective, and tolerates a wide variety of functional groups. The process, which includes recycling of the entire aqueous medium, offers a general, environmentally responsible, and notably safe approach to highly valued reductions of nitro-containing compounds.
- Feng, Jie,Handa, Sachin,Gallou, Fabrice,Lipshutz, Bruce H.
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supporting information
p. 8979 - 8983
(2016/07/26)
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- Synthesis and biological evaluation of substituted 2-anilino-7H- pyrrolopyrimidines as PDK1 inhibitors
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An efficient and scalable route for a series of novel substituted 2-anilino-7H-pyrrolopyrimidine compounds as potential inhibitors of PDK1, an important regulator of the PI3K/Akt pathway that is dysregulated in many cancers, was developed and is described. The synthetic strategy was designed around Suzuki and Buchwald-Hartwig cross-couplings of a boronate fragment and various customised anilines sequentially with 2,4-dichloro-7-tosyl-7H- pyrrolopyrimidine. All fragments were constructed separately and cross-coupled to provide access to a range of novel compounds. Biological evaluation of these was undertaken, with modest inhibition observed.
- O'Brien, Nathan J.,Brzozowski, Martin,Wilson, David J.D.,Deady, Leslie W.,Abbott, Belinda M.
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p. 4947 - 4956
(2014/07/07)
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- Halide-guided oligo(aryl-triazole-amide)s foldamers: Receptors for multiple halide ions
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We synthesized and characterized a series of oligo(phenyl-amide-triazole)s that can fold into a helical conformation guided by halide ions. Their binding models and affinities are highly dependent on the length of the foldamer, media and the inducing capa
- Wang, Ying,Xiang, Junfeng,Jiang, Hua
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scheme or table
p. 613 - 619
(2011/03/18)
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- A new class of heterogeneous platinum catalysts for the chemoselective hydrogenation of nitroarenes
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A new series of nanostructured platinum catalysts able to catalyze the selective reduction of nitroarenes has been developed. The materials, made of organosilica physically doped with nanostructured platinum(0), are stable and efficient. Reactions in general proceed with high yield and often go to completion, while the catalysts can be reused in further reaction runs. This establishes a new class of relevant solid catalysts for synthetic organic chemistry named SiliaCat Platinum-Hydrogel.
- Pandarus, Valerica,Ciriminna, Rosaria,Beland, Francois,Pagliaro, Mario
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scheme or table
p. 1306 - 1316
(2011/06/25)
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- Folding and aggregation of cationic oligo(aryl-triazole)s in aqueous solution
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Cationic aryl triazole oligomers have been synthesized through "click chemistry". The results show that cationic aryl triazole oligomers adopt a helical conformation in water or in a mixture of water and methanol, but prevail as a random-coiled conformati
- Wang, Ying,Li, Fei,Han, Yumiao,Wang, Fuyi,Jiang, Hua
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supporting information; experimental part
p. 9424 - 9433
(2010/04/03)
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- Selective partial hydrogenation of dinitrobenzenes to nitroanilines catalyzed by Ru/C
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Ru/C was found to be a highly effective catalyst for the selective partial hydrogenation of a range of dinitrobenzenes to their corresponding nitroanilines with excellent selectivity under mild conditions. Furthermore, the effect from other substitute groups of dinitrobenzenes on partial hydrogenation was also explored in this study. Copyright
- Hou, Jie,Ma, Yonghuan,Li, Yuhan,Guo, Fang,Lu, Lianhai
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scheme or table
p. 974 - 975
(2009/04/06)
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- CONTRAST AGENTS AND DIAGNOSTIC COMPOSITIONS BASED ON IODINE-CONTAINING CYANURIC ACID DERIVATIVES
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The present invention relates to a class of compounds of Formula (I) and to diagno stic compositions containing such compounds where the compounds are iodine conta ining compounds. More specifically the iodine containing compounds are chemical compounds containing a cyanuric acid scaffolding moiety allowing for the arrange ment of three iodinated phenyl groups bound thereto. The invention also relates to the use of such diagnostic compositions as contrast agents in diagnostic imag ing and in particular in X-ray imaging and to contrast media containing such com pounds .
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Page/Page column 16
(2008/06/13)
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- Exothermic thermal reaction of dopamine with 3,5-dinitrobenzoic acid
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Pyrolysis of the crystalline 1:1 molecular complex DA·dnba, which was prepared from cocrystallization of dopamine (DA) and 3,5-dinitrobenzoic acid (dnba), was studied. This cocrystal decomposed violently at the melting-point, leading to the formation of a black solid along with a tiny amount of 3-amino-5-nitrobenzoic acid (1). The pyrolysis reaction was followed by differential scanning calorimetry (DSC) and one large exothermic peak was observed at the decomposition temperature. In view of the DSC patterns for cocrystal DA·dnba and other compounds, it seems that both a catechol moiety and an amino group of DA in addition to a strong electron acceptor such as dnba are required for the appearance of the exothermic peak. On the basis of (a) elemental analysis of the black solid and (b) other pyrolysis experiments for cocrystals PA·dnba (PA: β-phenylethylamine), BA·dnba (BA: benzylamine), DMDA·dnba (DMDA: O,O′-dimethyldopamine) and DHBA·dnba (DHBA: 3,4-dihydroxybenzylamine), it is assumed that the black solid was formed mainly through elimination of more than one molecule of water from one molecule of DA·dnba. Copyright
- Ito, Yoshikatsu,Arimoto, Satoru
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p. 849 - 857
(2007/10/03)
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- Design, synthesis, and testing of potential antisickling agents. 5. Disubstituted benzoic acids designed for the donor site and proline salicylates designed for the acceptor site
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This paper reports the discovery of a new class of potent antigelling agents. The new compounds, disubstituted benzoic acid derivatives, were designed by using molecular modeling experiments. These molecules contain functional groups positioned to interac
- Abraham,Gazze,Kennedy,Mokotoff
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p. 1549 - 1559
(2007/10/02)
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- PARTIAL REDUCTION OF DINITROARENES TO NITROANILINES WITH HYDRAZINE HYDRATE.
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Dinitroarenes containing substituents such as hydroxyl and amine groups could be conveniently reduced with 3 molar equivalents of hydrazine hydrate in presence of Raney nickel catalyst in ethanol/1,2-dichloro-ethane solvent mixture to give a product wherein one of the two nitro groups was reduced to the amino group. The yields of the partial reduction products are good. Under similar conditions alkoxyl substitutes in the o,p-position to the nitro groups were displaced by the hydrazine to give 2,4-dinitrophenyl-hydrazine as the main product. The details of the reduction reaction are described.
- Avyyangar,Kalkote,Lugade,Nikrad,Sharma
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p. 3159 - 3164
(2007/10/02)
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