Canadian Journal of Chemistry最新文献

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A Beginner's Guide to 19F NMR and its Role in Drug Discovery 19F核磁共振初学者指南及其在药物发现中的作用
IF 1.1 4区 化学
Canadian Journal of Chemistry Pub Date : 2023-05-08 DOI: 10.1139/cjc-2023-0028
S. Prosser
{"title":"A Beginner's Guide to 19F NMR and its Role in Drug Discovery","authors":"S. Prosser","doi":"10.1139/cjc-2023-0028","DOIUrl":"https://doi.org/10.1139/cjc-2023-0028","url":null,"abstract":"The structural biology renaissance has created new opportunities for both understanding mechanisms of action of many dynamic protein complexes and advancing drug discovery. 19F NMR can play a key role in both protein and ligand NMR. In particular, through judiciously labeling the protein target with CF3 reporters, functional states can be monitored as a function of ligand or drug candidate so as to understand their mechanism of action or response. At the same time, Fragment Based Drug Discovery (FBDD) using fluorinated libraries enables the rapid detection of binders and their elaboration toward lead compounds. New trends will likely employ fluorinated tags with improved chemical shift sensitivity and reporters that can be biosynthetically incorporated via AMBER stop codon technologies. At the same time, FBDD will be greatly improved by promising new fluorinated libraries in combination with improved computational methods for predicting lead compounds.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"60 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-05-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86820309","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}
引用次数: 1
Efficient protocol for the preparation of α-heteroaryl acetaldehydes α-杂芳基乙醛的高效制备工艺
IF 1.1 4区 化学
Canadian Journal of Chemistry Pub Date : 2023-05-05 DOI: 10.1139/cjc-2022-0275
Cohan Huxley, Callum Lucas, Juan Manuel Mesa Bruno, Matthew J Anketell, Emma K. Davison, G. Muir, Matthew B. Nodwell, Michael Meanwell, S. Silverman, Robert Britton, Louis-Charles Campeau
{"title":"Efficient protocol for the preparation of α-heteroaryl acetaldehydes","authors":"Cohan Huxley, Callum Lucas, Juan Manuel Mesa Bruno, Matthew J Anketell, Emma K. Davison, G. Muir, Matthew B. Nodwell, Michael Meanwell, S. Silverman, Robert Britton, Louis-Charles Campeau","doi":"10.1139/cjc-2022-0275","DOIUrl":"https://doi.org/10.1139/cjc-2022-0275","url":null,"abstract":"α-heteroaryl acetaldehydes have become important building blocks in the synthesis of synthetic nucleosides. Novel organocatalytic cascades have enabled the rapid generation of nucleosides, which are valuable building blocks in the development of antisense oligonucleotides or as stand-alone antiviral and anticancer therapies, obviating the need for laborious synthetic routes relying on chiral pool starting materials and inefficient synthetic routes. This manuscript describes a robust and scalable protocol to α-heteroaryl acetaldehydes from readily available building blocks.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"1 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-05-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76953544","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}
引用次数: 0
Generation of copper fluoroalkyl complexes (CuRFLn) from chlorotrifluoroethylene and −RF transfer to aroyl chlorides 从三氟乙烯和- RF转移到芳酰氯生成氟烷基铜配合物(CuRFLn)
IF 1.1 4区 化学
Canadian Journal of Chemistry Pub Date : 2023-05-05 DOI: 10.1139/cjc-2022-0240
Luana L.T.N. Porto, Moutasem Seifi, Nicole Johnson, R. Baker
{"title":"Generation of copper fluoroalkyl complexes (CuRFLn) from chlorotrifluoroethylene and −RF transfer to aroyl chlorides","authors":"Luana L.T.N. Porto, Moutasem Seifi, Nicole Johnson, R. Baker","doi":"10.1139/cjc-2022-0240","DOIUrl":"https://doi.org/10.1139/cjc-2022-0240","url":null,"abstract":"Given the importance of fluorinated drugs and agrochemicals, fluoroalkylation of organic electrophiles that can be performed at a late stage of chemical synthesis has attracted a flurry of contributions. New fluoroalkyl groups can be obtained by insertion of fluoroalkenes into Cu–H bonds. Chlorotrifluoroethylene undergoes regioselective insertion in its reaction with Stryker's reagent, [CuH(PPh3)]6 and triphos to give [Cu(CFClCF2H)(μ−κ1,κ2-triphos)]2, which mediates the fluoroalkylation of several aroyl chlorides (triphos = bis(2-diphenylphosphinoethyl)-phenylphosphine). In contrast, attempted −RF transfer to aryl iodides instead affords aryl–aryl coupling products.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"1 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-05-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91126101","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}
引用次数: 0
Synthesis and characterization of tetraphenylethylene-functionalized N-heterocyclic carbene-stabilized gold nanoparticles with aggregation-induced emission 聚致发射四苯乙烯功能化n-杂环碳稳定金纳米粒子的合成与表征
IF 1.1 4区 化学
Canadian Journal of Chemistry Pub Date : 2023-05-05 DOI: 10.1139/cjc-2022-0260
Marilyne Bélanger-Bouliga, N. Kihal, Hanae Mahious, P. T. Nguyen, S. Bourgault, A. Nazemi
{"title":"Synthesis and characterization of tetraphenylethylene-functionalized N-heterocyclic carbene-stabilized gold nanoparticles with aggregation-induced emission","authors":"Marilyne Bélanger-Bouliga, N. Kihal, Hanae Mahious, P. T. Nguyen, S. Bourgault, A. Nazemi","doi":"10.1139/cjc-2022-0260","DOIUrl":"https://doi.org/10.1139/cjc-2022-0260","url":null,"abstract":"Gold nanoparticles (AuNPs) have found use in broad range of applications such as in catalysis and nanomedicine. Despite the fact that thiol-based AuNPs have been widely studied, they suffer from relative instability in various conditions, such as high and low temperatures, pH variations, and are prone to oxidation. Over the last decade, N-heterocyclic carbenes (NHCs) have been under spotlight as suitable ligands to stabilize metal nanoparticles and surfaces. Although NHC-functionalized AuNPs have been shown to outperform their thiol-based analogs in terms of stability, their applications in nanomedicine have not been realized. Hybrid nanomaterials, such as AuNPs tagged with π-conjugated molecules with aggregation-induced emission (AIE) property, are promising candidates to develop fluorescent materials for cellular imaging. The combination of NHC-stabilized AuNPs with AIE to form stable, fluorescent hybrid AuNPs is of significant interest to open the door to develop new NHC-based nanomaterials. Herein, we report the synthesis and characterization of water-soluble fluorescent NHC-decorated AuNPs for potential applications in nanomedicine. Their stability in biologically relevant conditions is investigated.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"109 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-05-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82565169","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}
引用次数: 0
Theoretical Study on Effect of Substituent on Aromaticity of Tetrazole Ring 取代基对四唑环芳香性影响的理论研究
IF 1.1 4区 化学
Canadian Journal of Chemistry Pub Date : 2023-04-26 DOI: 10.1139/cjc-2023-0014
Chunhai Yang, Xue Li, N. Zhou, Beihua Chen, Huilong Dong, Junxun Jin, Xiuli Hu, Tao Huang, Lei Shen, Jun Yi, Wang Quan, D. Ouyang
{"title":"Theoretical Study on Effect of Substituent on Aromaticity of Tetrazole Ring","authors":"Chunhai Yang, Xue Li, N. Zhou, Beihua Chen, Huilong Dong, Junxun Jin, Xiuli Hu, Tao Huang, Lei Shen, Jun Yi, Wang Quan, D. Ouyang","doi":"10.1139/cjc-2023-0014","DOIUrl":"https://doi.org/10.1139/cjc-2023-0014","url":null,"abstract":"Tetrazole compounds are a category of energetic materials with great potential. Their stability is inherently related to their aromatics. On the basis of research in DFT at b3lyp/6-311** level on three compounds interested, viz. 5-amino-1H-tetrazole, 5-Carboxyl-1H-tetrazole, 2-methyl-5-Carboxyl-tetrazole, their aromatic characters are extensively analyzed by virtue of different estimation method. Analyses show that these methods, NICS, ICSS, AdNDP, π-electrons density and LOL-pi, are efficient for substituted-tetrazole ring aromaticity estimation. Conclusion denotes that both substituent and substituted position can significantly affect the aromaticity of tetrazole ring of tetrazole compound. Among these given substituents, electro-withdrawing group -COOH significantly increases the aromaticity of the tetrazole rings due to the withdrawing to π-electrons thereof but electro-donating group -NH2 weakens the one of the tetrazole rings due to the donating to π-electrons thereof. But for 2-methyl-5-Carboxyl-tetrazole, the aromaticity increasing of -COOH imposed on π-electrons of tetrazole ring thereof is partially balanced by the existence of the electron-donating group -CH3 at asymmetric meta-position of tetrazole ring. Consequently, the aromaticity order is 5-Carboxyl-1H-tetrazole > 2-methyl-5-Carboxyl-tetrazole > 5-amino-1H-tetrazole.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"29 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-04-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77526434","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}
引用次数: 0
A fluorescence sensor based on quantum dots for the detection of mercury ions 一种基于量子点的荧光传感器,用于检测汞离子
IF 1.1 4区 化学
Canadian Journal of Chemistry Pub Date : 2023-04-25 DOI: 10.1139/cjc-2022-0145
Yang Qin, Yunhan Yang, Y. Ho, Ling Zhang
{"title":"A fluorescence sensor based on quantum dots for the detection of mercury ions","authors":"Yang Qin, Yunhan Yang, Y. Ho, Ling Zhang","doi":"10.1139/cjc-2022-0145","DOIUrl":"https://doi.org/10.1139/cjc-2022-0145","url":null,"abstract":"Mercury (II) ion (Hg2+) is one of the most widespread pollutants that poses a serious threat to public health and the environment. Research efforts on selective and sensitive detection of Hg2+, have therefore drawn considerable attention in recent years. Herein, we report a facile approach to detect Hg2+ based on quantum dots (QDs)-based nanosensor. The two single-stranded DNA (ssDNA) used in this work are modified with biotin (ssDNA-biotin) and fluorescence quencher BHQ2 (ssDNA-BHQ2). These two strands are complementary but with TTT-recognized base sequences for the Hg2+ to form a T-Hg2+-T complex. The biotin-modified ssDNA (ssDNA-biotin) is first bound to the streptavidin-modified QDs, forming a QDs/ssDNA-biotin assembly, which may be further hybridized with the ssDNA-BHQ2, producing a complex of QDs/ssDNA-biotin/ssDNA-BHQ2. The BHQ2 serves as an effective quencher of QDs with the QDs and BHQ2 in a proximity within the QDs/ssDNA-biotin/ssDNA-BHQ2 complex. The decrease of fluorescence intensity therefore serves as an indication of the presence of Hg2+. The fluorescence reduction is observed linearly correlated with the concentration of Hg2+ in the range of 1.0-20.0 nM, with a detection limit at 0.87 nM. The presented QDs-based method is expected to provide a simple, rapid and sensitive method for the detection of Hg2+ in environmental water samples.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"19 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-04-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82129840","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}
引用次数: 0
New bis(thieno[2,3-b]pyridine) hybrids linked to arene units as potential bacterial biofilm and MRSA inhibitors 与芳烃单元连接的新型双(噻吩[2,3-b]吡啶)杂合体作为潜在的细菌生物膜和MRSA抑制剂
IF 1.1 4区 化学
Canadian Journal of Chemistry Pub Date : 2023-04-20 DOI: 10.1139/cjc-2022-0236
S. Sanad, Ahmed E. M. Mekky
{"title":"New bis(thieno[2,3-b]pyridine) hybrids linked to arene units as potential bacterial biofilm and MRSA inhibitors","authors":"S. Sanad, Ahmed E. M. Mekky","doi":"10.1139/cjc-2022-0236","DOIUrl":"https://doi.org/10.1139/cjc-2022-0236","url":null,"abstract":"Using sonication and mediated by piperazine, new arene-linked bis(thieno[2,3-b]pyridine) hybrids were efficiently prepared in this study. The target hybrids were prepared by reacting bis(α-haloketone) with two equivalents of the appropriate pyridine-2(1H)-thiones in the presence of 1.4 equivalents of piperazine. The reaction mixture was subjected to sonication at 60 °C for 30-40 min to produce the desired products in 88-95% yields. When tested against six different ATCC bacterial strains, the new products demonstrated a wide range of antibacterial activity. The 4-(4-methoxyphenyl)-linked hybrids 1i, and 1j, attached to 6-(4-methoxyphenyl) and 6-(p-tolyl) units, respectively, had the best efficacy against S. aureus, E. faecalis, E. coli, and P. aeruginosa strains. Both hybrids showed more effective potency than the reference ciprofloxacin with MIC and MBC values in the ranges from 2.0-2.1, and 4.1-4.2 μM, respectively. Additionally, hybrids 1i, and 1j demonstrated stronger efficacy than linezolid with MIC values ranging from 2.0-4.2 µM, and MBC values ranging from 8.2-8.5 µM, respectively, against the MRSA ATCC:33591, and ATCC:43300 strains. Furthermore, hybrids 1i, and 1j showed inhibitory antibacterial biofilm activity comparable to the standard ciprofloxacin. They had IC50 values ranging from 3.8-4.6 μM against S. aureus, E. faecalis, E. coli, and P. aeruginosa strains. The cytotoxicity of hybrids 1i, and 1j against the human breast epithelial cell line MCF-10A lends credence to both hybrids' potential as safe antibacterial agents.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"23 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-04-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"73168988","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}
引用次数: 2
Solubility and Solvation Thermodynamics of L-tryptophan in Aqueous Methanol Solvent mixtures l -色氨酸在甲醇水溶液混合物中的溶解度和溶剂化热力学
IF 1.1 4区 化学
Canadian Journal of Chemistry Pub Date : 2023-04-20 DOI: 10.1139/cjc-2022-0308
Avishek Saha, K. Mahali, Sanjay Dhar Roy
{"title":"Solubility and Solvation Thermodynamics of L-tryptophan in Aqueous Methanol Solvent mixtures","authors":"Avishek Saha, K. Mahali, Sanjay Dhar Roy","doi":"10.1139/cjc-2022-0308","DOIUrl":"https://doi.org/10.1139/cjc-2022-0308","url":null,"abstract":"Article presents mole fraction solubilities of l-tryptophan in binary aqueous methanol solvent systems and applied to estimate thermodynamical parameters like transfer Gibbs free energetics and entropies of solutions. The estimated thermodynamic energies were linked with interaction parameters like dipole-dipole interactions, enthalpy due to transfer of l-tryptophan from water to binary water-methanol solvent mixtures. The transfer Gibbs free energetics for chemical interactions and entropies for solvent-solvent interaction were calculated by mathematical relations. The chemical transfer energetics was applied to explain the probable stability of l-tryptophan in the mixed solvents. Many associated thermophysical parameters were also calculated at standard temperature (298.15 K).","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"27 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-04-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79483919","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}
引用次数: 1
Synthesis of Novel 2- and 8-Substituted 4-Amino-7-chloroquinolines and their N-Alkylated Coupling Products 新型2-和8-取代4-氨基-7-氯喹啉及其n -烷基化偶联产物的合成
IF 1.1 4区 化学
Canadian Journal of Chemistry Pub Date : 2023-04-20 DOI: 10.1139/cjc-2023-0005
Dion B. Nemez, Baldeep K. Sidhu, Kevin Carlin, A. Friesen, David E. Herbert
{"title":"Synthesis of Novel 2- and 8-Substituted 4-Amino-7-chloroquinolines and their N-Alkylated Coupling Products","authors":"Dion B. Nemez, Baldeep K. Sidhu, Kevin Carlin, A. Friesen, David E. Herbert","doi":"10.1139/cjc-2023-0005","DOIUrl":"https://doi.org/10.1139/cjc-2023-0005","url":null,"abstract":"The synthesis of a series of 2- and 8-substituted 4-amino-7-chloroquinolines is presented. The chloro in the 7-position can be effectively substituted using amino alcohols to yield novel analogues of the antimalarial (hydroxy)chloroquine. Both short chain (2-aminoethanol) and long chain (5-[N-ethyl-N-(2-hydroxyethyl)amino]-2-aminopentane) coupling partners can be used. While ketone and nitro functionalities were found to be incompatible with the coupling conditions, electron-donating amino and dimethylamino substituents were tolerated. In addition to characterization in solution using multinuclear NMR spectroscopy and high-resolution mass spectrometry, single-crystal X-ray structures are presented of two 4,7-dichloroquinolines as well as three of the N-alkylated products including a unique species in which a pyrrole heterocycle formed at the 2-position of the quinoline sub-unit and a rare example of a 4-aza-1,10-phenanthroline.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"39 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-04-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78713069","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}
引用次数: 0
Novel CoMnFeO4-MWCNT nanocomposite based on a green synthesized method for supercapacitor applications 基于绿色合成方法的新型CoMnFeO4-MWCNT纳米复合材料应用于超级电容器
IF 1.1 4区 化学
Canadian Journal of Chemistry Pub Date : 2023-04-11 DOI: 10.1139/cjc-2022-0117
A. Babapoor, B. Mirzayi, Laleh Salehghadimi, Raha Hadi, S. Farhoudian, Meysam Paar
{"title":"Novel CoMnFeO4-MWCNT nanocomposite based on a green synthesized method for supercapacitor applications","authors":"A. Babapoor, B. Mirzayi, Laleh Salehghadimi, Raha Hadi, S. Farhoudian, Meysam Paar","doi":"10.1139/cjc-2022-0117","DOIUrl":"https://doi.org/10.1139/cjc-2022-0117","url":null,"abstract":"A novel nanocomposite of CoMnFeO4-MWCNT has been synthesized via green and simple hydrothermal method and the structure characterization has been done through FT-IR, X-ray diffraction, scanning electron microscopy, EDX, and high-resolution transmission electron microscopy analysis in this research. Cyclic voltammetry and galvanostatic charge–discharge methods are picked as the strategies to compare their supercapacitor behavior. The specific capacitance of about 1310 F g−1 (at 1 A g−1) in 3 mol L−1 KOH has been recorded for CoMnFeO4-MWCNT nanocomposite when the working voltage is 1.2 V. Moreover, this nanocomposite retains 89% of its initial capacitance after 10 000 charge–discharge cycles. Also, some initial mechanistic studies are performed to achieve a deeper insight into the electrochemical behavior of the nanocomposite implying that the oxidation-reduction process of CoMnFeO4-MWCNT nanocomposite is generally quasi-reversible and diffusion-controlled. From the view of time, coat, and environment, the hydrothermal process is much more reliable and beneficial regarding higher performance.","PeriodicalId":9420,"journal":{"name":"Canadian Journal of Chemistry","volume":"17 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2023-04-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91097748","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}
引用次数: 0
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