83-38-5Relevant academic research and scientific papers
Self-assembled nanoporphyrins in the presence of gold bio-nanoparticles as heterogeneous nano-biocatalyst for green production of aldehydes and ketones
Taheri Bazmi, Mahmoud,Naeimi, Atena,Saeednia, Samira,Hatefi Ardakani, Mehdi
, (2020)
We report a simple and facile self-assembly method for the successful fabrication of a biological macromolecule, MnTPPCl (manganese(III) chloride 5,10,15,20-tetraphenylporphyrin), intercalated into gold nanoparticles using the cooperative effects of Sesbania sesban plant. This biohybrid was characterized using various techniques for further investigation. The catalytic activity of this biological hybrid was considered in the production of aldehydes and ketones from primary and secondary alcohols, respectively. Excellent conversions and selectivties were obtained applying Au@MnTPPCl colloidal nanocomposite and NaIO4 as an oxygen donor in ethanol.
Efficient synthesis of acrylates bearing an aryl or heteroaryl moiety: One-pot method from aromatics and heteroaromatics using formylation and the horner-wadsworth-emmons reaction
Yasukata, Tatsuro,Matsuura, Takaharu
, p. 527 - 533 (2021/03/22)
Acrylates bearing an aryl or heteroaryl moiety were efficiently prepared by a one-pot process employing a sequence of lithiation, formylation and the Horner-Wadsworth-Emmons reaction starting from aromatic and heteroaromatic compounds. This method can efficiently introduce an acrylate moiety into aromatic and heteroaromatic compounds.
A tunable synthesis of either benzaldehyde or benzoic acid through blue-violet LED irradiation using TBATB
Mardani, Atefeh,Heshami, Marouf,Shariati, Yadollah,Kazemi, Foad,Abdollahi Kakroudi, Mazaher,Kaboudin, Babak
, (2019/11/29)
In this paper, a highly efficient, metal-free, and homogeneous method for the selective aerobic photooxidation of alcohols and photooxidative-desilylation of tert-butyldimethylsilyl ethers (TBDMS) in the presence of tetrabutylammonium tribromide (TBATB) under irradiation of visible light was reported. The light source: blue (460 nm) and violet (400 nm) LED, can control selective oxidation to aldehyde or carboxylic acid.
Visible-light-induced selective aerobic oxidation of sp3 C-H bonds catalyzed by a heterogeneous AgI/BiVO4 catalyst
Jiang, Li-Ya,Ming, Jing-Jing,Wang, Lian-Yue,Jiang, Yuan-Yuan,Ren, Lan-Hui,Wang, Zi-Cheng,Cheng, Wen-Chen
supporting information, p. 1156 - 1163 (2020/03/11)
An efficient oxidation of sp3 C-H bonds to esters and ketones has been developed using AgI/BiVO4 as the photocatalyst and O2 as the oxidant in water. Various substrates can be transformed into the desired esters and ketones in moderate to good yields. The synthetic utility of this approach has been demonstrated by gram-level experiments and consecutive oxidation experiments. A plausible mechanism has been proposed.
Visible-light assisted of nano Ni/g-C3N4 with efficient photocatalytic activity and stability for selective aerobic C?H activation and epoxidation
Akrami, Zahra,Hosseini-Sarvari, Mona
supporting information, (2020/10/13)
A selective, economical, and ecological protocol has been described for the oxidation of methyl arenes and their analogs to the corresponding carbonyl compounds and epoxidation reactions of alkenes with molecular oxygen (O2) or air as a green oxygen source, under mild reaction conditions. The nano Ni/g-C3N4 exhibited high photocatalytic activity, stability, and selectivity in the C?H activation of methyl arenes, methylene arenes, and epoxidation of various alkenes under visible- light irradiation without the use of an oxidizing agent and under base free conditions.
Method for synthesizing 2, 6-dichlorobenzaldehyde by hydrolysis
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Paragraph 0017-0019, (2020/10/14)
The invention discloses a method for preparing 2, 6-dichlorobenzaldehyde by hydrolysis. The method comprises the following steps: heating 2, 6-dichlorobenzyl chloride to 120-160 DEG C, adding a pi complex formed by 0.05-6wt% of a metal salt and benzaldehyde or a benzaldehyde derivative as a catalyst, slowly dropwise adding water with the molar weight equal to that of the 2, 6-dichlorobenzyl chloride, stopping reaction when the content of the 2, 6-dichlorobenzyl chloride is lower than 0.05 wt% to obtain a 2, 6-dichlorobenzaldehyde crude product, and refining to obtain the 2, 6-dichlorobenzaldehyde. 2, 6-dichlorobenzyl chloride is used as a raw material, the used catalyst is the pi complex formed by the metal salt and benzaldehyde, the solubility of the reaction raw material 2, 6-dichlorobenzyl chloride is increased, a homogeneous reaction system is formed, the usage amount is small, a hydrolysis reaction can be initiated at a low temperature, and the reaction is stable. The method has the advantages of mild reaction conditions, high yield, few side reactions and environmental friendliness.
A Strategy for Accessing Aldehydes via Palladium-Catalyzed C?O/C?N Bond Cleavage in the Presence of Hydrosilanes
He, Zhanyu,Liu, Tingting,Ru, Junxiang,Wang, Yulin,Wang, Zijia,Zeng, Zhuo
supporting information, p. 5794 - 5800 (2020/12/01)
We report the catalytic reduction of both active esters and amides by selective C(acyl)?X (X=O, N) cleavage to access aldehyde functionality via a palladium-catalyzed strategy. Reactions are promoted by hydrosilanes as reducing reagents with good to excellent yields and with excellent chemoselectivity for C(acyl)?N and C(acyl)?O bond cleavage. Carboxylic acid C(acyl)?O bonds are activated by 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) to form triazine ester intermediates, which further react with hydrosilanes to yield aldehydes in one-pot two-step procedures. We demonstrate that C(acyl)?O cleavage/formylation offers higher yields and broader substrate scopes compared with C(acyl)?N cleavage under the same reaction conditions.
Organosuperbase dendron manganese complex grafted on magnetic nanoparticles; heterogeneous catalyst for green and selective oxidation of ethylbenzene, cyclohexene and oximes by molecular oxygen
Faraji, Ali Reza,Ashouri, Fatemeh,Hekmatian, Zahra,Heydari, Somayyeh,Mosazadeh, Sima
, p. 90 - 106 (2018/10/20)
Magnetic Fe3O4 nanoparticles as a support were modified with an amino-terminated organosilicon and cyanoric choloride ligands. The novel manganese complex was grafted on modified magnetic support (Mn(II)-Met@MMNPs). The nanocatalyst structure, particle size, morphology and surface properties was well characterized by elemental analysis, ICP-AES, AAS, EDS, FT-IR, SEM, TEM, DLS, VSM, TGA, XRD and XPS. In order to develop an effective heterogeneous nanocatalyst for eco-friendly aerobic, highly active and selective catalytic reactions, synthesized nanocatalyst was applied in oxidation of various organic compounds. The catalytic performance of the manganese nanocatalyst in the aerobic oxidation of ethylbenzene (EB), cyclohexene (CYHE) and various aldoximes and ketoxime were studied. Selective aerobic oxidation of EB and CYHE and various oximes were catalyzed by the Mn-nanocatalyst using N-hydroxyphthalimide (NHPI) with molecular oxygen as the green oxidant without the need of any reducing agent, and respectively the acetophenone (AcPO) as a benzylic product, 2-cyclohexene-1-one (CYHE[dbnd]O) as an allylic product and corresponding carbonyl compounds were obtained. The oxidation process has been optimized for Mn-nanocatalyst by considering the effect of different parameters such as the ratio and amount of Mn-nanocatalyst/NHPI, reaction time and solvent for achieving maximum conversion and selectivity to products. Due to their significant low cost, informal preparation, easy magnetically separation from reaction mixture, excellent catalytic performance, simple recovery and reusability without any metal leaching, the Mn-nanocatalyst has huge application prospect in selective and green oxidation process.
Monodentate Transient Directing Group Enabled Pd-Catalyzed Ortho-C-H Methoxylation and Chlorination of Benzaldehydes
Li, Feng,Zhou, Yirong,Yang, Heng,Wang, Ziqi,Yu, Qinqin,Zhang, Fang-Lin
supporting information, p. 3692 - 3695 (2019/05/24)
We report Pd-catalyzed ortho-C-H methoxylation and chlorination of benzaldehydes by employing monodentate transient directing groups (TDGs) as an alternative strategy to bidentate TDGs. More importantly, a single crystal of benzaldehyde imine ortho-cyclopalladium intermediate was successfully obtained, and its structure was unambiguously determined by X-ray diffraction, which clearly showed that it was a binuclear palladium species bridged by a pyridone ligand. The utility of this approach was further demonstrated through the synthesis of key intermediates of natural products and drugs.
A primary or secondary alcohol aqueous phase oxidation method of preparing aldehyde ketone (by machine translation)
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Paragraph 0052-0055, (2018/08/03)
The invention discloses an aqueous phase oxidation of a primary or secondary alcohol preparation can comprise solvents, including: to the DAPGS - 550 - M surfactant in aqueous solution with a primary or secondary alcohol, potassium sulfate, silver nitrate and sulfonic acid bismith trifluoromethanesulfonate, to 400 - 700 rpm stirring 1 - 24 H-, extracted with ethyl acetate after, steaming and, chromatography, to obtain the target product; said DAPGS - 550 - M shown as formula I: So that the primary or secondary alcohol class compounds can be converted into the aldehyde compound. The whole reaction at room temperature, to a very large extent of reaction that has solved the problem of energy consumption. The method is simple, high yield, purity of 98% or more. Mild condition, wide substrate range, is not only simple and a primary or zhongzhong kind compound can be suitable, complex natural product also can be modified by this method. The reaction system can be recycled, the solvent pollution problem. (by machine translation)
