150-13-0Relevant articles and documents
Rescuing auxotrophic microorganisms with nonenzymatic chemistry
Lee, Yunmi,Umeano, Afoma,Balskus, Emily P.
, p. 11800 - 11803 (2013)
Organic chemistry to the rescue: Two unrelated nonenzymatic chemical reactions can support the growth of auxotrophic E.-coli strains by generating essential nutrients in-situ. These biocompatible reactions, which take place in the presence of the organisms and are designed to interface with cellular metabolic processes, provide a means of linking the growth of an organism to the success of a nonbiological chemical transformation. Copyright
A general Staudinger protocol for solution-phase parallel synthesis
Lindsley, Craig W,Zhao, Zhijian,Newton, Randall C,Leister, William H,Strauss, Kimberly A
, p. 4467 - 4470 (2002)
The Staudinger reaction has been adapted for parallel synthesis by the application of fluorous-tethered triphenyl phosphine. The fluorous-tethered triphenylphosphine is expediently removed in parallel by FluoroFlash SPE columns to afford functionalized amines in high yields and purities.
Sulfonated covalent triazine polymer loaded with Pd nanoparticles as a bifunctional catalyst for one pot hydrogenation esterification reaction
Ravi, S.,Raza, A. Ahmed,Sheriff, A. K. Ibrahim,Tajudeen, S. Syed
, (2021)
Highly dispersed Pd nanoparticles over covalent triazine polymer functionalized with sulfonic acid groups (CTP-SO3H/Pd) were prepared by facile Friedel-Crafts reaction, post synthetic sulfonation and Pd immobilization method. The prepared catalyst was characterized by powder X-ray diffraction (XRD), transmission electron microscopy (TEM), N2 adsorption-desorption, inductively coupled plasma - optical emission spectrometry (ICP-OES), elemental analysis and X-ray photoelectron spectroscopy (XPS). The sulfonic acid groups were grafted into the terphenyl backbone and the presence of triazine functionality within the framework enabled the uniform dispersion of palladium nanoparticles over the polymer network. When used as a bifunctional catalyst in one pot hydrogenation-esterification (OHE) reaction, the CTP-SO3H/Pd exhibited good activity and stability. The performance of CTP-SO3H/Pd is due to the surface-active acid/metal sites and was evident from the yield of the product in the reaction. The catalyst was easily recovered by filtration and recycle tests showed that it could be re-used for at least five repetitive runs with minor loss of catalytic activity suggesting its potential utility in OHE reaction. A plausible mechanistic pathway for OHE reaction over CTP-SO3H/Pd was also proposed.
A facile reduction of nitroarenes to anilines using FeCl 3·6H2O/indium
Yoo, Byung Woo,Choi, Jin Woo,Hwang, Sun Kyun,Kim, Dong Yoon,Baek, Heung Soo,Choi, Kyung Il,Kim, Joong Hyup
, p. 2985 - 2988 (2003)
Reduction of a variety of nitroaromatic compounds to the corresponding anilines occurs chemoselectively in high yields upon treatment with a new reduction system consisting of FeCl3·6H2O/indium in aqueous methanol.
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Otto,Juppe
, p. 115,121 (1965)
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Characterization of the folate salvage enzyme p-aminobenzoylglutamate hydrolase in plants
Bozzo, Gale G.,Basset, Gilles J.C.,Naponelli, Valeria,Noiriel, Alexandre,Gregory III, Jesse F.,Hanson, Andrew D.
, p. 29 - 37 (2008)
Folates break down in vivo to give pterin and p-aminobenzoylglutamate (pABAGlu) fragments, the latter usually having a polyglutamyl tail. Pilot studies have shown that plants can hydrolyze pABAGlu and its polyglutamates to p-aminobenzoate, a folate biosynthesis precursor. The enzymatic basis of this hydrolysis was further investigated. pABAGlu hydrolase activity was found in all species and organs tested; activity levels implied that the proteins responsible are very rare. The activity was located in cytosol/vacuole and mitochondrial fractions of pea (Pisum sativum L.) leaves, and column chromatography of the activity from Arabidopsis tissues indicated at least three peaks. A major activity peak from Arabidopsis roots was purified 86-fold by a three-column procedure; activity loss during purification exceeded 95%. Size exclusion chromatography gave a molecular mass of ～200 kDa. Partially purified preparations showed a pH optimum near 7.5, a Km value for pABAGlu of 370 μM, and activity against folic acid. Activity was relatively insensitive to thiol and serine reagents, but was strongly inhibited by 8-hydroxyquinoline-5-sulfonic acid and stimulated by Mn2+, pointing to a metalloenzyme. The Arabidopsis genome was searched for proteins similar to Pseudomonas carboxypeptidase G, which contains zinc and is the only enzyme yet confirmed to attack pABAGlu. The sole significant matches were auxin conjugate hydrolase family members and the At4g17830 protein. None was found to have significant pABAGlu hydrolase activity, suggesting that this activity resides in hitherto unrecognized enzymes. The finding that Arabidopsis has folate-hydrolyzing activity points to an enzymatic component of folate degradation in plants.
Synthesis of six 8-quinolinate-based ruthenium complexes with high catalytic activity for nitroarene reduction
Jia, Wei-Guo,Cheng, Ming-Xia,Xu, Qiu-Tong,Gao, Li-Li,Yuan, Guozan
, p. 69 - 75 (2018)
Six ruthenium complexes were synthesized by treating different 2-substituted 8-hydroxyquinolinate ligands with [Ru(p-cymene)(μ-Cl)Cl]2. Their structures were fully characterized by a variety of techniques, including 1H and 13C NMR spectra, elemental analyses and infrared spectrometry. Additionally, single-crystal X-ray diffraction reveals that these ruthenium complexes possess similar half-sandwich structures. The mononuclear ruthenium building units are further linked into 1D or 2D supramolecular structures through non-covalent interactions, such as π?π stacking, hydrogen-bonding and C–H? halogen interactions. The catalytic activities of the six half-sandwich ruthenium complexes towards the hydrogenation of nitroarenes were explored under mild conditions. The ruthenium complexes displayed high catalytic activities in the synthesis of aromatic anilines from nitroarenes in the presence of NaBH4.
Oxidation of procainamide by diperiodatocuprate(III) complex in aqueous alkaline medium: a comparative kinetic study
Meti, Manjunath D.,Nandibewoor, Sharanappa T.,Chimatadar, Shivamurti A.
, p. 195 - 204 (2020)
A comparative study of uncatalysed and ruthenium(III) catalyzed oxidation of procainamide(PAH) was carried out spectrophotometrically using diperiodatocuprate(III) in aqueous alkali. Stoichiometry observed was 1:2 (PAH: DPC). The reaction was of first order in both catalyzed and uncatalyzed cases, with respect to [DPC] & [Ru(III)], less than unit order in [PAH] and [alkali]. Negative fraction in [periodate]. Other kinetic parameters viz., ionic strength, dielectric constant, temperature effect and intervention of free radical were also studied. The main oxidation products were characterized by different techniques. The activation parameters with respect to slow step of the mechanism, also the thermodynamic quantities were determined.
Ruthenium nanoparticles supported over mesoporous TiO2 as an efficient bifunctional nanocatalyst for esterification of biomass-derived levulinic acid and transfer-hydrogenation reactions
Mandi, Usha,Salam, Noor,Kundu, Sudipta K.,Bhaumik, Asim,Islam, Sk. Manirul
, p. 73440 - 73449 (2016)
We have supported ruthenium nanoparticles (NPs) over a mesoporous TiO2 material (Ru@MTiO2) having nanoscale porosity and a high BET surface area. Wide-angle powder X-ray diffraction (XRD), transmission electron microscopy (TEM), energy-dispersive X-ray spectroscopy (EDX), Fourier transform infrared spectroscopy (FT-IR), ultraviolet-visible absorption spectra (UV-vis) and N2 sorption studies are used to characterize the Ru@MTiO2 material. This nanostructured ruthenium supported over a TiO2 material exhibited excellent bifunctional catalytic activity in the esterification of levulinic acid and selective transfer hydrogenation reactions of nitroarenes under mild reaction conditions. This Ru@MTiO2 catalyst can be easily recovered from the reaction mixtures and reused five times without a significant loss of its reactivity and selectivity.
Highly Stable and Active Palladium Nanoparticles Supported on a Mesoporous UiO66@reduced Graphene Oxide Complex for Practical Catalytic Applications
Liu, Xiang,Zhao, Xiaohua,Zhou, Ming,Cao, Yuanyuan,Wu, Haiyan,Zhu, Jianjun
, p. 3338 - 3343 (2016)
A metal–organic framework-based composite with reduced graphene oxide was successfully designed, prepared and used for the first time as a support for Pd nanoparticles. The as-synthesized UiO66@RGO-Pd composite was characterized by powder X-ray diffractio
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Murray,Foreman,Langham
, p. 1037 (1948)
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Magnetic graphene nanocomposite as an efficient catalyst for hydrogenation of nitroarenes
Feng, Cheng,Zhang, Hai-Yan,Shang, Ning-Zhao,Gao, Shu-Tao,Wang, Chun
, p. 539 - 541 (2013)
Graphene-Fe3O4 nanocomposite (G-Fe3O 4) was synthesized by a chemical co-precipitation method which was used as an efficient catalyst for the reduction of nitroarenes with hydrazine hydrate. The method has been
Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions
Proietti, Giampiero,Prathap, Kaniraj Jeya,Ye, Xinchen,Olsson, Richard T.,Dinér, Peter
supporting information, p. 133 - 146 (2021/11/04)
Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.
Alkali-modified heterogeneous Pd-catalyzed synthesis of acids, amides and esters from aryl halides using formic acid as the CO precursor
Fapojuwo, Dele Peter,Maqunga, Nomathamsanqa Prudence,Meijboom, Reinout,Mogudi, Batsile M.,Molokoane, Pule Petrus,Onisuru, Oluwatayo Racheal,Oseghale, Charles O.
, p. 26937 - 26948 (2021/08/17)
To establish an environmentally friendly green chemical process, we minimized and resolved a significant proportion of waste and hazards associated with conventional organic acids and molecular gases, such as carbon monoxide (CO). Herein, we report a facile and milder reaction procedure, using low temperatures/pressures and shorter reaction time for the carboxyl- and carbonylation of diverse arrays of aryl halides over a newly developed cationic Lewis-acid promoted Pd/Co3O4catalyst. Furthermore, the reaction proceeded in the absence of acid co-catalysts, and anhydrides for CO release. Catalyst reusability was achievedviascalable, safer, and practical reactions that provided moderate to high yields, paving the way for developing a novel environmentally benign method for synthesizing carboxylic acids, amides, and esters.
