Letters in Organic Chemistry最新文献

{"title":"A Mild and Eco-friendly, One-pot Synthesis of 2-hydroxy-Narylacetamides from 2-chloro-N-arylacetamides","authors":"Vamshikrishna Y. Radhakrishna, Gopal L. Khatik, Bhuvaneshwari S. Vijaya, Vipin A. Nair","doi":"10.2174/0115701786279583231124093402","DOIUrl":"https://doi.org/10.2174/0115701786279583231124093402","url":null,"abstract":": A mild and eco-friendly one-pot, two-step procedure has been developed for the synthesis of 2-hydroxy-N-arylacetamides from 2-chloro-N-arylacetamides. The procedure overcomes the cleavage of the amide linkage in 2-chloroacetamides, which is usually observed under reflux conditions with the hydroxide when the nucleophilic substitution of the halide is attempted. The reactions were performed by refluxing 2-chloro-N-arylacetamides with Cu(OAc)2 and DIPEA in the ethanol medium to facilitate an acetate exchange with the halogen. Subsequently, by the addition of ethanolic KOH solution to the same reaction flask, the ester linkage was selectively cleaved in the presence of the amide, taking advantage of the difference in electrophilicity. The procedure afforded good yields of the desired products, which are valuable intermediates for several biologically active molecules, in a short reaction time with ease of isolation. The experimental conditions employed are simple and offer the possibility of scaling up to higher quantities.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"222 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-01-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139587421","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis, Characterization, and Optimization of Novel Furan-ring Fused Chalcones via Radical Cyclization of α,β-Unsaturated Ketones and Cyclic Ketone","authors":"Emine Vildan Burgaz, Bahareh Noshadi, Mehtap Yakut","doi":"10.2174/0115701786274099231117113559","DOIUrl":"https://doi.org/10.2174/0115701786274099231117113559","url":null,"abstract":": Novel Furan-ring Fused Chalcones (FFC) were synthesized using a radical cyclization reaction of α,β-unsaturated ketones with cyclic ketone as the model reaction to attain this goal. In this study, traditional and microwave-assisted methods for the efficient and cost-effective synthesis of furan-ring fused chalcones in mild reaction conditions are compared and optimized. The goal is to develop a reliable and adaptable synthetic technique that may be used to produce these useful chalcone derivatives quickly and effectively. The optimal experimental conditions for these reactions were carefully determined using two independent methodologies: conventional (Method A) and microwave (Method B). The results indicated that the proposed method B could be used effectively in the future to synthesize novel furans with short reaction times and acceptable yields (87-94 %), and products were purified by column chromatography and preparative thin layer chromatography (PTLC). All new compounds were characterized by 1H-NMR, 13C-NMR, LC-MS, and elemental analyses. result: The aim of this work was to synthesize a new series of furan-ring fused chalcones using two methods and to show the advantages of microwave when it is compared to conventional synthesis methods. As shown in Table 2, a series of novel compounds (3a-3e) were synthesized in one-step reaction between α,β-unsaturated ketones (1a, 1b), and active methylene compounds (2a-d) (Figure 1). The structures of these compounds were confirmed by several spectroscopic methods (1H NMR, 13C NMR, mass spectra, and elemental analysis). conclusion: We have developed a novel, highly efficient, catalyst-free, green protocol for the one-pot three-component synthesis of furan-ring fused chalcones derivatives. This protocol has the advantages of mild reaction conditions, high yields, convenient operation, and environmental friendliness. The technique has various benefits, most notably a decrease in reaction time, good to high yields, and purer results. This work used microwave irradiation, which reduced the reaction time and produced higher yields than the traditional techniques","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"34 4 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-01-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139556255","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"An Efficient Propylphosphonic Anhydride (T3P®)-Mediated MW-induced Solvent-free Rapid Synthesis of Enamino Esters and Ketones including 5,5- Dimethyl-3-aminocyclohex-2-enones","authors":"Omid Marvi, Sattar Arshadi, Bita Baghernejad","doi":"10.2174/0115701786273621231121064121","DOIUrl":"https://doi.org/10.2174/0115701786273621231121064121","url":null,"abstract":"aims: This work presents a clean and convenient synthesis of various β-enaminones incuding 5,5-dimethyl-3-aminocyclohex-2-enones in good to excellent yields from the reaction of different primary amines with 1,3-dicarbonyl compounds by employing T3P® as a catalyst and performing the reaction under microwave irradiation and solvent-free conditions. background: This work presents a clean and convenient synthesis of various β-enaminones incuding 5,5-dimethyl-3-aminocyclohex-2-enones in good to excellent yields from the reaction of different primary amines with 1,3-dicarbonyl compounds by employing T3P® as a catalyst and performing the reaction under microwave irradiation and solvent-free conditions. This one-pot rapid reaction proceeded readily and tolerated a variety of functional groups. objective: A mixture of 2,5-pentandione, primary amine and T3P® (50% in AcOEt) was irradiated for appropriate time under microwave at 80 °C. method: A mixture of 2,5-pentandione, primary amine and T3P® (50% in AcOEt) was irradiated for appropriate time under microwave at 80 °C. After completing the reaction (TLC) and cooling to r.t., ethyl acetate and saturated aqueous NaHCO3 solution was added. The aqueous phase was extracted ethyl acetate. The combined organic layer washed with brine, dried over Na2SO4, filtered and solvent is removed under reduced pressure to afford the product, which recrystallized from diisopropyl ether. result: The presented results exhibit a better catalytic activity of T3P in the synthesis of enaminones. It can be concluded that T3P is the best catalyst as it took only a few minutes for completion of reaction with excellent yield of product that indicates T3P is more effective and more efficient compared to other catalysts. A comparison of efficiency of the present procedure with some of heterogeneous solid catalysts was evaluated as well. Clearly higher yield was established in this procedure compared to other catalysts. Furthermore, reaction of amines with dimedone were investigated as well, delivering excellent yields conclusion: The reaction catalyzed by T3P under microwave irradiation supplies a comprehensive method for the synthesis of enaminones. This work will find widespread application in the synthesis of these compounds. T3P is efficient and non-toxic, which makes the process economic, convenient, and benign. other: This work will find widespread application in the synthesis of these compounds. T3P is efficient and non-toxic, which makes the process economic, convenient, and benign.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"1 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-01-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139556212","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Scalable, Chromatography-Free Synthesis of 1,7-dimethylxanthine","authors":"Shaoguang Sun, Yucheng Jiang, Hui Mao, Shuya Cui","doi":"10.2174/0115701786269449231116062157","DOIUrl":"https://doi.org/10.2174/0115701786269449231116062157","url":null,"abstract":": 1,7-dimethylxanthine is a critical intermediate in the pharmaceutical industry. In this paper, a scalable route for the synthesis of 1,7-dimethylxanthine was developed. The method in-cluded two steps: (1) acylation reaction of ethyl 4-amino-1-methyl-1H-imidazole-5- carboxylate was carried out by using commercially available methylcarbamoyl chloride as the starting materi-al; (2) through cyclization of pyrimidine ring with aqueous sodium hydroxide, 1,7-dimethylxanthine was obtained with a total yield of 80%, and its HPLC purity was 99% by area. The method is very efficient and readily adaptable to kilogram scale, and because of the cycliza-tion reaction process in aqueous conditions, this route is worthy of exploration for industrial ap-plication. result: 1, 7-dimethylxanthine was prepared with an overall yield of 80% with an HPLC purity of 99% by area. conclusion: We developed a new synthetic route for making 1, 7-dimethyl xanthine with high yield. The method uses commercially available raw materials to synthesize 1, 7-dimethyl xanthine on kilogram scale. Because of higher yield, higher purity and completion of cyclization reaction in aqueous condition, it was robustness, lower cost, and small environment impact. This route is worthy of exploration for industrial application.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"40 1 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-01-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139556198","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A Green and Convenient Approach for the Synthesis of Indole–acrylonitrile and Indole-coumarin Hybrids in Aqueous Media","authors":"Adeleh Moshtaghi Zonouz, Davoud Moghani","doi":"10.2174/0115701786275818231117053307","DOIUrl":"https://doi.org/10.2174/0115701786275818231117053307","url":null,"abstract":": Indole–acrylonitrile hybrids were synthesized via a catalyst-free reaction of aromatic aldehydes and 3-(cyanoacetyl)indole in aqueous media. Also, indole-coumarin hybrids were synthesized via a domino reaction of salicylaldehyde derivatives and 3-(cyanoacetyl)indole in the presence of ammonium acetate in aqueous media. The advantages of the present protocol are high yields, short reaction times, mild reaction conditions, operational simplicity, and environmentally benign, and also there is no need to purification of products. objective: The development of hybrid molecules through the combination of indole and other heterocycles may lead to compounds with interesting biological activity. method: The Knoevenagel condensation reaction of 3-(cyanoacetyl)indole with benzaldehyde derivatives was carried out in EtOH/H2O 1:1 in reflux condition and 3-aryl-2-(1H-indol-3-ylcarbonyl)acrylonitrile 3a-h were obtained in excellent yields. The indole-coumarin hybrids 5a-g were obtained from the reaction of salicylaldehyde derivatives and 3-(cyanoacetyl)indole in EtOH/H2O (2:1) in the presence of 1 equivalent ammonium acetate as a catalyst at reflux condition.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"10 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-01-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139556128","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"DFT Study of Nanotubes as the Drug Delivery Vehicles for an Anticancer Drug","authors":"Nasrin Masnabadi, Shiva Masoudi, Maryam Hosseinzadeh","doi":"10.2174/0115701786265839240103115143","DOIUrl":"https://doi.org/10.2174/0115701786265839240103115143","url":null,"abstract":":: Chemicals and poisons in the body interfere with the cell cycle and inhibit the growth of cancer cells. In this way, the function of chemicals in the body is controlled by taking anti-cancer drugs. Due to the degradability and compatibility of carbon nanotubes and boron nitride with the environment, they can act as suitable drug carriers for the transfer of anticancer drugs and deliver the drugs to the target cells. In the current work, the encapsulation of Formestane (FMS) anticancer drug into the carbon (CNT) and boron nitride (BNNT) (8,8) nanotubes was investigated for the first time using the density functional theory: B3LYP/3-21G* and the natural bond orbital analysis in the gas phase. Using natural bond orbital analysis, the charge transfer between FMS drug and CNT and BNNT nanotubes (8,8)/ FMS (BNNT/FMS) complexes were explored. Based on the results obtained from the calculation of encapsulation energy, it was found that the adsorption process was favorable. The interaction effects of FMS drug and CNT and BNNT (8,8) nanotubes on the natural bond orbital charge, the chemical shift parameters, and electronic properties were also evaluated. This study revealed that CNT and BNNT (8,8) nanotubes can be a suitable carrier for FMS drug delivery. The ultraviolet-visible spectra of the FMS drug, the CNT and BNNT (8,8), and the BNNT/FMS complexes were computed using time-dependent density functional theory (DFT: B3LYP) calculations. method: Using natural bond orbital analysis, the charge transfer between FMS drug and CNT and BNNT nanotubes (8,8)/ FMS (BNNT/FMS) complexes were explored. result: Based on the results obtained from the calculation of encapsulation energy, it was found that the adsorption process was favorable. The interaction effects of FMS drug and CNT and BNNT (8,8) nanotubes on the natural bond orbital charge, the chemical shift parameters, and electronic properties were also evaluated. conclusion: This study revealed that CNT and BNNT (8,8) nanotubes can be a suitable carrier for FMS drug delivery. The ultra violet-visible spectra of FMS drug and the CNT and BNNT (8,8), BNNT/FMS complexes were computed using time-dependent density functional theory (DFT: B3LYP) calculations. other: In this work, the capability of BNNTs and CNTs as delivery vehicles of FMS was explored by ab initio based DFT calculations. The electronic properties and interaction mechanisms of FMS with BNNTs and CNTs have been explored in detail. The intermolecular interactions between FMS and nanotubes were investigated by analyzing the optimized structure and interaction energies. Calculated adsorption energies show that FMS is adsorbed more stably on CNTs than BNNTs, which indicates that CNTs may be more potential delivery vehicles of FMS. The DOS plots, HOMO-LUMO NBO, and spectroscopic (excited states, UV) properties were performed to study the influence of drug adsorption on nanotubes. Therefore, FMS encapsulation was in good agreement with DFT calculations.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"13 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-01-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139556202","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Optimization and Effect of Substituents on the Transformation of 3-(Substituted acetoxy)azetidin-2-ones to Chiral 3-Hydroxyazetidin-2-ones, Molecular Docking and Enantiomeric Excess Determination","authors":"Aman Bhalla, Garima Modi, Pankaj Kumar, Jaswinder Kaur, Shiwani Berry, S. S. Bari, Bimal K. Banik","doi":"10.2174/0115701786273862231116105938","DOIUrl":"https://doi.org/10.2174/0115701786273862231116105938","url":null,"abstract":": The enantioselective synthesis of chiral cis-3-hydroxyazetidin-2-ones mediated by Porcine Pancreatic Lipase (PPL) via hydrolysis of cis-3-(chloro acetoxy) azetidin-2-ones in the presence of a phosphate buffer (0.1M, pH = 7.2) in acetonitrile at a temperature range of 25-35 °C was optimized. Under the optimized reaction conditions, the influence of various electron withdrawing/donating/neutral groups on ester functionality of cis-3-(substituted acetoxy)azetidin-2- ones towards hydrolysis was extensively studied, and the bromoacetoxy, propanyloxy, and formyloxy groups provided moderate to good yields of 90%, 91%, and 81%, respectively. Moreover, the chiral cis-3-hydroxyazetidin-2-ones underwent acetylation, and their enantiomeric excess was assessed using the 1H NMR technique, employing chiral shift reagents. To gain insights into the active sites of the biocatalyst, molecular docking studies of compounds 5(a-i) with pancreatic lipase (PDB ID: 1LBS) were carried out. Additionally, the proposed interaction of substituents with the biocatalyst established the absolute stereochemistry of the target chiral cis-3-hydroxyazetidin-2-ones using Seebach's model in comparison to Jone's models. objective: With an aim to explore the general applicability and to ascertain whether 3-substituted acetoxyazetidin-2-ones would give a similar series of optically active compounds, we envisaged the comprehensive studies on the enantioselective synthesis of chiral cis-3-hydroxyazetidin-2-ones from synthesized cis-3-substitutedacetoxyazetidin-2-ones. We here describe extended PPL hydrolysis studies, wherein, the influence of replacement of the hydrogen of the acetate functionality with halide (-Cl, -Br), alkyl (-CH3), aryl (-C6H5) and aralkyl (-CH2C6H5) groups is discussed. Also, the effects of substitution of methyl group of acetate with hydrogen (-H) and aryl (-C6H5) groups upon PPL hydrolysis is investigated. Further the binding mode of cis-3-(substituted acetoxy)azetidin-2-ones with pancreatic lipase (PDB ID: 1LBS) and assessment of the impact of structural modifications has been carried out using molecular docking studies.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"115 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-01-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139556222","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis and Development of a Nonaflate Ester in the Large-Scale Preparation of 3-Deoxymorphine","authors":"Antonio M. Ruda, Jonathan D. Moseley","doi":"10.2174/0115701786284466240105074539","DOIUrl":"https://doi.org/10.2174/0115701786284466240105074539","url":null,"abstract":": A series of novel activated esters of morphine were synthesized as alternatives to the triflate ester and submitted to hydrogenolysis conditions. Of these, only the novel nonaflate ester could be transformed with full conversion into the useful intermediate, 3-deoxymorphine, which was isolated in good yield and high purity without chromatography. This conversion proceeded significantly faster than for the triflate ester and with synthesis of the intermediate nonaflate at much reduced cost, an important factor for the large-scale preparation of 3-deoxymorphine in drug development projects.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"117 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-01-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139556252","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Density Functional Theory Study of Interaction between Ibuprofen and Alginic Acid for Targeted Drug Delivery","authors":"Masoumeh Shahi, Donya Falahati, Fatemeh Ashtari","doi":"10.2174/0115701786269569231221041108","DOIUrl":"https://doi.org/10.2174/0115701786269569231221041108","url":null,"abstract":": The development of density functional theory has led to the consideration of computational chemistry in the design and development of interactions of new drugs in the gas phase with nanocarriers. In the present study, the interaction of ibuprofen with alginic acid (as a nanocarrier) has been investigated using density functional theory (DFT) in the gas phase (M06-2X/6-31+G*). A study on the effects of ibuprofen’s interaction with the compounds present in alginic acid has been conducted, focusing on the electronic properties, the chemical shift tensors, and the natural bond orbital. Based on the results of UV spectra, the compound 6-thioguanine has been found to be changed into an alginic acid/ibuprofen complex. The quantum theory of atoms in molecules showed the interaction of ibuprofen to be mainly driven by non-covalent bonds with alginic acid during complex formation. A hydrogen bond has been found to be formed between the oxygen atoms of alginic acid and ibuprofen's hydrogen atoms. Consequently, alginic acid has been used for delivering ibuprofen to diseased cells.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"24 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-01-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139518585","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Study on the Reactivity of Mixed Carboxylic Palmitic Anhydrides via the Esterification Reaction Using Heterogeneous Catalyst","authors":"Marwa Derbel, Iteb Trabelsi, Kamel Essid","doi":"10.2174/0115701786271328231207092337","DOIUrl":"https://doi.org/10.2174/0115701786271328231207092337","url":null,"abstract":": Lipid esters are prepared from mixed fatty anhydrides by esterification. These esters are high-value-added intermediates used in industrial applications. We describe the synthesis and characterization of esters using salicylic acid and mixed anhydrides with zinc oxide as catalysts. To achieve maximum reaction efficiency, we varied the mixed anhydride and studied some parameters in the reaction, such as the molar ratio (anhydride/alcohol) and the amount of catalyst. The esterification reaction was realized with some primary and secondary alcohols in the presence of resin Amberlyst15. The best yield of the palmitic ester was obtained in the case of mixed 4-chlorobenzoic palmitic anhydride. We obtained 53% of fatty ester. Moreover, we also studied the reactivity of certain mixed anhydrides for the esterification reaction of salicylic acid in the presence of a Lewis acid as a heterogeneous catalyst. The anhydrides were prepared in the presence of triethylamine in the organic solvent by a reaction between fatty acid and acid chloride. Mixed aromatic palmitic were more reactive and selective than the aliphatic anhydrides. The palmitic group was the most involved in acylation. Good yields of fatty esters were obtained with total conversion of mixed anhydrides.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"95 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2024-01-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139461614","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}