Ahmad AB Yosef Kinani , Evan Abdulkareem Mahmood , Seyed Mohammad Shoaei , Mohammad Reza Poor Heravi , Sepideh Habibzadeh , Abdol Ghaffar Ebadi , Issa Amini , Esmail Vessally
{"title":"The chemical reaction of thioindole and [20] fullerene and the use of DFT to estimate some quantum chemical descriptors","authors":"Ahmad AB Yosef Kinani , Evan Abdulkareem Mahmood , Seyed Mohammad Shoaei , Mohammad Reza Poor Heravi , Sepideh Habibzadeh , Abdol Ghaffar Ebadi , Issa Amini , Esmail Vessally","doi":"10.1080/17415993.2022.2139146","DOIUrl":"10.1080/17415993.2022.2139146","url":null,"abstract":"<div><p>In this study, the solvent effects are probed on the chemical reaction of the (<em>E</em>)-3-thiophene-2-yl-indoline-2-thione (<strong>I</strong>) and [20] fullerene, and the resulted complex (<strong>I<sub>a</sub></strong>) <em>via</em> the density functional theory (DFT). To characterize the synchronicity of the reaction and its correlation with activation energy, we estimated the energy barrier of transition states (<em>E</em><sub>TS1</sub><sup>≠</sup> and <em>E</em><sub>TS2</sub><sup>≠</sup>) in the used solvents. The highest <em>E</em><sub>TS1</sub><sup>≠</sup> and <em>E</em><sub>TS2</sub><sup>≠</sup> value are found in water solvent, whereas the lowest <em>E</em><sub>TS1</sub><sup>≠</sup> and <em>E</em><sub>TS2</sub><sup>≠</sup> value are considered in the gas phase. Formation of the TS2 appears energetically less favorable due to the non-bonding electrostatic repulsion among the sulfur heteroatoms and <strong>C<sub>20</sub></strong>, also the π–stacking between the thiophene ring and nanocage, which affects the stability of the TSs. The most thermodynamic stability, the adsorption energy difference among liquid phase and gas phase (Δ<em>E</em><sub>l-g</sub> = <em>E</em><sub>l</sub> − <em>E</em><sub>g</sub>), and the most polarity (µ) belongs to stabilizing effect of water solvent on <strong>I<sub>a</sub></strong>, whereas the lowest thermodynamic stability, the lowest released Δ<em>E</em><sub>l-g</sub> and the least polarity belongs to optimization of <strong>I<sub>a</sub></strong> in the gas phase. This stabilizing effect is attributed to the possibility of hydrogen bonding and dipole–dipole interaction in the water. The n→π* donation of N–C═S leads to a stronger interaction between sulfur heteroatom of <strong>I</strong> and fullerene. In contrast to the previous report on the produced thio-oxindoles in organic solvents, toluene was found to be the best solvent in terms of the highest yield and the shortest reaction time, in this case, adsorption takes place in water with no catalyst addition.</p><p>Here, we have focused on chemical reaction of <strong>I</strong> and <strong>C<sub>20</sub></strong> to produce <strong>I<sub>a</sub></strong> complex <em>via</em> the optimized TSs in the gas phase, toluene, dichloromethane, methanol, acetonitrile, dimethyl sulfoxide and water, using DFT approach.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47936200","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Faiza Asghar , Bushra Shakoor , Babar Murtaza , Ian S. Butler
{"title":"An insight on the different synthetic routes for the facile synthesis of O/S-donor carbamide/thiocarbamide analogs and their miscellaneous pharmacodynamic applications","authors":"Faiza Asghar , Bushra Shakoor , Babar Murtaza , Ian S. Butler","doi":"10.1080/17415993.2022.2119085","DOIUrl":"10.1080/17415993.2022.2119085","url":null,"abstract":"<div><p>This review provides comprehensive data on the recent advances in various preparative methods of carbamides/thiocarbamides possessing oxygen/sulfur donor sites and their biological relevance. This review summarizes the numerous protocols for synthesizing carbamides/thiocarbamides from isocyanides, amidines, or amines, carbamates, alkyl halides are described, and also their green synthesis thus considerably expanding the scope of carbamides/thiocarbamides chemistry. Due to its tunable physicochemical and structural features, carbamide/thiocarbamide-based scaffolds are widely used in medicinal chemistry. Nowadays, protein kinase inhibitors are the topic of interest for several drug development initiatives in the pharmaceutical industry, because genetic changes such as mutations, overexpression, translocations, and dysregulation are all involved in the pathogenesis of many disorders. In this review, the compounds comprising carbamide/thiocarbamide pharmacophore have significant efficacy in comparison with the typical antibiotics against many bacterial strains which cause nosocomial infections and have acquired resistance to numerous medicines in the treatment of bacterial infections as well as a variety of ageing-related health issues such as cancer, antioxidants to inhibit uncontrolled growth of cells in the biological system, antifungal agents to inhibit the fungus growth, and neurological dysfunction have been described.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46939183","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Novel DABCO based acidic ionic liquid as a green protocol for the synthesis of thiazolidin-4-one derivatives and cytotoxic activity evaluation on human breast cancer cell line","authors":"Priyanka Pinate , Sangita Makone","doi":"10.1080/17415993.2022.2099223","DOIUrl":"10.1080/17415993.2022.2099223","url":null,"abstract":"<div><p>A novel [C<sub>4</sub>H<sub>10</sub>-DABCO][ClO<sub>4</sub>]<sub>2</sub> DABCO based protic acid supported ionic liquid has been synthesized, characterized, and evaluated as an efficient, economic, and reusable catalyst for the one pot, three component synthesis of 1,3-thiazolidin-4-one in an aqueous medium with high to excellent yield. This study compares DABCO based ionic liquids [H<sub>2</sub>-DABCO][HSO<sub>4</sub>]<sub>2</sub>, [H<sub>2</sub>-DABCO][H<sub>2</sub>PO<sub>4</sub>]<sub>2</sub>, [H<sub>2</sub>-DABCO][ClO<sub>4</sub>]<sub>2</sub>, and [C<sub>4</sub>H<sub>10</sub>-DABCO][ClO<sub>4</sub>]<sub>2</sub> to highlight the impact of cations and anions on the catalytic applicability and moisture-resistance properties. The DABCO based Bifunctional Acidic Ionic Liquid (DBAIL) catalyst was effectively recycled five times without losing significant catalytic activity. Five of the synthesized derivatives were evaluated for their cytotoxic activity against the MCF-7 cell line using MTT assay, and the compounds showed moderate to good activity.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47281443","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Redox induced electron transfer in lithium polysulfide – A DFT study","authors":"Meera Cheviri , Senthilkumar Lakshmipathi","doi":"10.1080/17415993.2022.2126318","DOIUrl":"10.1080/17415993.2022.2126318","url":null,"abstract":"<div><p>This study reports the existence of redox-induced electron transfer in lithium polysulfides (RIET). The presence of redox-induced electron transfer in lithium polysulfides is confirmed using a DFT study. The sulfur gets oxidized, and lithium gets reduced during the removal of an electron from lithium polysulfides. The condensed Fukui function from Natural Population Analysis (NPA) charge and electron density augment RIET. The higher number of sulfur contributes to the total nucleophilic character of lithium polysulfide and holds lithium tightly. The presence of an electric field enhances the nucleophilicity of sulfur atoms and, hence, the reactivity of lithium polysulfides.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44652850","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jun Yang , Wen-Jing Tian , Shuang Lü , Jiao He , Kui Hu , Peng Yan , Hang Xu , Mao-Xin Zeng , Yu-Long Li , Qian-Li Li
{"title":"Fe3S2 cluster complexes containing aminodiphosphine ligand: synthesis, characterization, crystal structures and electrochemical properties","authors":"Jun Yang , Wen-Jing Tian , Shuang Lü , Jiao He , Kui Hu , Peng Yan , Hang Xu , Mao-Xin Zeng , Yu-Long Li , Qian-Li Li","doi":"10.1080/17415993.2022.2100702","DOIUrl":"10.1080/17415993.2022.2100702","url":null,"abstract":"<div><p>In this article, six new Fe<sub>3</sub>S<sub>2</sub> cluster complexes Fe<sub>3</sub>(µ<sub>3</sub>S)<sub>2</sub>(CO)<sub>7</sub>[(Ph<sub>2</sub>P)<sub>2</sub>NR] (<strong>1</strong>-<strong>6</strong>) (R = (CH<sub>2</sub>)<sub>2</sub>CH<sub>3</sub>, CH(CH<sub>3</sub>)<sub>2</sub>, (CH<sub>2</sub>)<sub>3</sub>CH<sub>3</sub>, CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>, <em>p</em>-C<sub>6</sub>H<sub>4</sub>CCH and <em>m</em>-C<sub>6</sub>H<sub>4</sub>CCH) were successfully synthesized by reactions of Fe<sub>3</sub>S<sub>2</sub>(CO)<sub>9</sub> and the corresponding aminodiphosphines under refluxing toluene. Meanwhile, treatment of Fe<sub>3</sub>S<sub>2</sub>(CO)<sub>9</sub> and (Ph<sub>2</sub>P)<sub>2</sub>NCH(CH<sub>3</sub>)Ph afforded two new Fe<sub>3</sub>S<sub>2</sub> cluster complexes Fe<sub>3</sub>(µ<sub>3</sub>-S)<sub>2</sub>(CO)<sub>7</sub>[(Ph<sub>2</sub>P)<sub>2</sub>NCH(CH<sub>3</sub>)Ph] (<strong>7</strong>) and Fe<sub>3</sub>(µ<sub>3</sub>-S)<sub>2</sub>(CO)<sub>7</sub>[(κ<sup>2</sup>-Ph<sub>2</sub>P)<sub>2</sub>NCH(CH<sub>3</sub>)(Ph)] (<strong>8</strong>). Complexes <strong>1–8</strong> were characterized by elemental analysis, FT-IR, NMR spectroscopy, and especially X-ray crystallography. The elctrochemical properties were investigated by cyclic voltammetry, showing that they all have electrocatalytic ability for the reduction of protons to H<sub>2</sub>.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46784957","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Shamasoddin Shekh , Smriti Moi , Konkallu Hanumae Gowd
{"title":"Virtual screening of sulfur compounds of Allium against coronavirus proteases: E-Ajoene is a potential dual protease targeting covalent inhibitor","authors":"Shamasoddin Shekh , Smriti Moi , Konkallu Hanumae Gowd","doi":"10.1080/17415993.2022.2119086","DOIUrl":"10.1080/17415993.2022.2119086","url":null,"abstract":"<div><p>Mitigation of the activity of the main protease (M<sup>pro</sup>) and papain-like protease (PL<sup>pro</sup>) of SARS CoV-2 has direct implications in combating the ongoing deadly COVID-19 pandemic. The active site of these proteases contains cysteine thiols which are covalently modified by the sulfur drugs such as ebselen and disulfiram. The natural product of <em>Allium</em> contains several reactive sulfur compounds that may covalently modify the active site cysteine thiols of coronavirus proteases. The report has assessed the binding affinity of the 52 different sulfur compounds of <em>Allium</em> against both M<sup>pro</sup> and PL<sup>pro</sup> of coronavirus by conventional docking methods. Three of the top six compounds have demonstrated high affinity for both the proteases, namely, E-ajoene (S3), S-(3-pentanyl)-L-cysteine-sulfoxide (S49), and 1-propenyl allyl thiosulfinate (S14). The reactive sulfur compounds E-ajoene and 1-propenyl allyl thiosulfinate were subjected to the calculation of energetics of the putative reactions and covalent docking studies. The results indicate they covalently modify the active site cysteine thiols of the proteases through S-thioallylation, S-thioallyl sulfinyl propenylation, and S-thiopropenylation. The diversity of covalent modifications, high affinity for both the proteases and sulfur-mediated hydrogen bonds at the active site indicate that E-ajoene is a potential dual protease targeting covalent inhibitor of SARS CoV-2.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43719144","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"On the protonation and deuteration of thioanisole and some of its methoxy-substituted derivatives†","authors":"Horst Hartmann","doi":"10.1080/17415993.2022.2133545","DOIUrl":"10.1080/17415993.2022.2133545","url":null,"abstract":"<div><p>The protonation of thioanisols by strong acids, such as trifluoroacetic acid or trifluoromethane sulfonic acid was investigated by <sup>1</sup>H NMR spectroscopy, including experiments with deuterated acids. Contrary to reported literature and to general expectations, protonation of thioanisole does not occur exclusively at the methylmercapto group but also to a lower extent at the aromatic ring. In cases of methoxy-substituted thioanisols protonation can take place at both heteroatomic groups and at the aromatic ring. The sites of protonation depend on the substituent pattern as unambiguously indicated by deuteration.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47620058","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Two 2D Zn(II) coordination polymers assembled from thiophene dicarboxylate and flexible N-(4-pyridylmethyl)imidazole derivatives: syntheses, crystal structures, and photoluminescent properties","authors":"Li-Ping Xue , Qing Wang","doi":"10.1080/17415993.2022.2101890","DOIUrl":"10.1080/17415993.2022.2101890","url":null,"abstract":"<div><p>Two 2D Zn(II) coordination polymers, formulated as [Zn(<em>μ</em><sub>2</sub>-tdc)(<em>μ</em>-pmid)] (<strong>1</strong>), {[Zn(<em>μ</em><sub>2</sub>-tdc)(<em>μ</em>-pmmid)<sub>2</sub>·4H<sub>2</sub>O]}<sub>n</sub> (<strong>2</strong>) (H<sub>2</sub>tdc = 2,5-thiophenedicarboxylic acid, pmid = 1-(4-pyridylmethyl)imidazole; pmmid = 1-(4-pyridylmethyl)-2-methylimidazole) have been synthesized by reactions of Zn(OAc)<sub>2</sub>·2H<sub>2</sub>O and H<sub>2</sub>tdc with flexibleN-(4-pyridylmethyl)imidazole derivatives under the mild reaction conditions and characterized by single-crystal X-ray diffraction and other physicochemical methods. Structure determination demonstrates compound <strong>1</strong> displays a 2-fold 2D → 2D parallel interpenetrating structure, while compound 2 shows a 2D non-interpenetrating network. These results reveal that the substitute group in such N-(4-pyridylmethyl)imidazole derivatives might be the main factor resulting in these interpenetrating/ non-interpenetrating structures.Furthermore, compounds <strong>1</strong> and <strong>2</strong> show different thermal stabilities and strong solid-state luminescence emissions.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46061926","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Application of green synthesis nanocomposite adsorbents in the adsorption desulfurization of dibenzothiophene in model oil","authors":"Hozan Jalal Saleem , Yousif Mustafa Salih , Luqman Omar Hamasalih , Chawan Saiwan Othman","doi":"10.1080/17415993.2023.2166349","DOIUrl":"10.1080/17415993.2023.2166349","url":null,"abstract":"<div><p>The nanocomposites have an important role in accelerating the adsorption of sulfur compounds because of their improved chemical and mechanical characteristics. In this study, silver nanoparticles, zinc oxide nanoparticles, and silver/zinc oxide nanoparticles were greenly synthesized and loaded with activated carbon by a successive precipitation method for the adsorptive desulfurization of model oil (dibenzothiophene, DBT, in 85% hexane + 15% toluene). The obtained adsorbents were characterized by using UV-visible spectroscopy, Fourier transmission infrared spectroscopy, a field emission scanning electron microscope, energy-dispersive X-ray spectroscopy, X-ray diffraction, and Brunauer-Emmett-Teller surface area (S<sub>BET</sub>) analysis to confirm their structure, chemical composition, functional groups present on the adsorbents, and surface area. The adsorption experiments were conducted under optimal conditions, with 0.15 g of adsorbent dosage and a contact time of 1 h at 25 °C, during which the (Ag/ZnONPS-AC) adsorbent removed 99% of dibenzothiophene (250 mg/l). The total order removal performance of DBT of: Ag/ZnONPS-AC > ZnONPS-AC > AgNPS-AC > AC was observed. Kinetic studies revealed that the adsorption process of (Ag/ZnONPS-AC) obeyed pseudo-second-order kinetics and the Langmuir adsorption isotherm model. This study provides a cost-effective adsorbent for the effective desulfurization of model oil.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45546387","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Preety Saini , Shalu Thakur , Ankita Garg , S. S. Bari , Aman Bhalla
{"title":"Stereoselective synthesis of trans-benzo[d]oxazolyl)phenyl substituted β-lactams decorated with C-3 thio/seleno rich motifs: synthetic intermediates for diverse heterocycles","authors":"Preety Saini , Shalu Thakur , Ankita Garg , S. S. Bari , Aman Bhalla","doi":"10.1080/17415993.2023.2206968","DOIUrl":"10.1080/17415993.2023.2206968","url":null,"abstract":"<div><p>Herein, we reported an effectual protocol for the stereoselective synthesis of novel C-3 thio/seleno substituted <em>ortho</em>-, <em>meta</em>- and <em>para</em>-(2-benzo[<em>d</em>]oxazolyl)phenyl-β-lactams <strong>7a-i</strong>. The reaction was performed by utilizing different S/Se-alkyl/aryl substituted acids <strong>6a-d</strong> and isomeric <em>ortho</em>-, <em>meta</em>- and <em>para</em>-(2-benzo[<em>d</em>]oxazolyl)phenyl Schiff’s bases <strong>3a-c</strong> and afforded exclusive formation of <em>trans</em>-β-lactams. The <em>trans</em> configuration was assigned with respect to coupling constant values of C<em>3</em>-H and C<em>4</em>-H (<em>J</em> = 1.4 to 2.6; C3-<em>H</em> and C4-<em>H</em>). The structure elucidation of all the thio/seleno anchored β-lactams <strong>7a-i</strong> was performed using various spectroscopic techniques viz. FT-IR, NMR (<sup>1</sup>H, <sup>13</sup>C, and <sup>13</sup>C DEPT–135), 2D-NMR (<sup>1</sup>H–<sup>1</sup>H COSY and <sup>1</sup>H–<sup>13</sup>C HSQC), elemental analysis (CHN), and mass spectrometry (ESI-MS). Further, divergent substrate scope accompanied by plausible mechanistic investigation have been also described. Stereoselectivity, good functional group tolerance and excellent yield along with wider synthetic utility bestows advantages to the present protocol.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45095615","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}