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1,1′-Disubstituted azinylferrocenes: synthesis, antiaggregation and antioxidant activity 1,1′-二取代叠氮基二茂铁：合成、抗聚集和抗氧化活性
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-09-19 DOI: 10.1007/s11172-024-4364-x
E. Yu. Zyryanova, I. A. Utepova, A. A. Musikhina, N. P. Boltneva, N. V. Kovaleva, E. V. Rudakova, O. G. Serebryakova, G. F. Makhaeva, M. A. Kiskin, V. F. Lazarev, L. S. Kuznetsova, I. V. Guzhova, O. N. Chupakhin
{"title":"1,1′-Disubstituted azinylferrocenes: synthesis, antiaggregation and antioxidant activity","authors":"E. Yu. Zyryanova, I. A. Utepova, A. A. Musikhina, N. P. Boltneva, N. V. Kovaleva, E. V. Rudakova, O. G. Serebryakova, G. F. Makhaeva, M. A. Kiskin, V. F. Lazarev, L. S. Kuznetsova, I. V. Guzhova, O. N. Chupakhin","doi":"10.1007/s11172-024-4364-x","DOIUrl":"https://doi.org/10.1007/s11172-024-4364-x","url":null,"abstract":"<p>An approach to the synthesis of derivatives of unsymmetric 1,1′-disubstituted azinylferrocenes containing phenol fragments was proposed. It was found that the introduction of the quinoline or 2,2′-bipyridine moiety increases the <i>E/Z</i> selectivity of the reaction. The monosubstituted acetylferrocene produces the products of the pinacoline rearrangement due to the McMurry coupling, whereas only 1-azinyl-1′-{1-[(4-hydroxyphenyl)-phenylmethylene]ethyl}ferrocenes were formed in the reaction with 1-azinyl-1′-acetyl-ferrocenes. The high antioxidant activity of the synthesized compounds in the ABTS and FRAP assays and high inhibitory activity against self-aggregation of β-amyloid (1–42) was shown. Cytotoxic activity of these compounds was studied on human breast cancer cells (MCF7), non-small-cell lung cancer cells (A549), colorectal cancer cells (DLD-1), and normal dermal fibroblasts (DF-2).</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142269644","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 spatial structure of 3,7-dihydroxy-7-(trifluoromethyl)hexahydropyrrolo[1,2-a]pyrimidines 3,7-二羟基-7-(三氟甲基)六氢吡咯并[1,2-a]嘧啶的合成和空间结构
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-09-19 DOI: 10.1007/s11172-024-4350-3
M. V. Goryaeva, M. A. Ezhikova, Ya. V. Burgart, M. S. Kustova, M. I. Kodess, P. A. Slepukhin, V. I. Saloutin
{"title":"Synthesis and spatial structure of 3,7-dihydroxy-7-(trifluoromethyl)hexahydropyrrolo[1,2-a]pyrimidines","authors":"M. V. Goryaeva, M. A. Ezhikova, Ya. V. Burgart, M. S. Kustova, M. I. Kodess, P. A. Slepukhin, V. I. Saloutin","doi":"10.1007/s11172-024-4350-3","DOIUrl":"https://doi.org/10.1007/s11172-024-4350-3","url":null,"abstract":"<p>A characteristic feature of the three-component cyclization of ethyl trifluoropyruvate and methyl ketones with 1,3-diamino-2-propanol is the formation of 8a-alkyl(phenyl)-3,7-dihydroxy-7-(trifluoromethyl)hexahydropyrrolo[1,2-<i>a</i>]pyrimidin-6(2<i>H</i>)-ones as one, two, or three diastereomers, depending on the methyl ketone component. The structures of the new heterocycles were established using the data of X-ray diffraction and <sup>1</sup>H and <sup>13</sup>C NMR spectra, including 2D <sup>1</sup>H—<sup>13</sup>C HSQC, HMBC, <sup>1</sup>H—<sup>1</sup>H COSY, and NOESY experiments.</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142269639","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 structural features of new push-pull enamines, 5-aryl-3-[(dimethylamino)methylidene]furan-2(3H)-ones 新型推拉烯胺、5-芳基-3-[(二甲基氨基)亚甲基]呋喃-2(3H)-酮的合成及其结构特征
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-09-19 DOI: 10.1007/s11172-024-4351-2
A. S. Tikhomolova, A. Yu. Yegorova
{"title":"Synthesis and structural features of new push-pull enamines, 5-aryl-3-[(dimethylamino)methylidene]furan-2(3H)-ones","authors":"A. S. Tikhomolova, A. Yu. Yegorova","doi":"10.1007/s11172-024-4351-2","DOIUrl":"https://doi.org/10.1007/s11172-024-4351-2","url":null,"abstract":"<p>Conditions were optimized for the synthesis of dimethylaminomethylidene derivatives of furan-2(3<i>H</i>)-ones. This synthesis is based on the reaction of arylfuran-2(3<i>H</i>)-ones and dimethylformamide dimethyl acetal occurring at the methylene group of furanone ring. Effects of the solvent nature and the type of activation (heating at either atmospheric or elevated pressure in a sealed vessel) on the reaction rate and product yields were estimated. NOE NMR experiment allowed us to confirm the existence of 5-aryl-3-[(dimethylamino)methylidene]furan-2(3<i>H</i>)-ones in the form of <i>E</i>-isomers. The structure of one among the products was additionally confirmed using single crystal X-ray diffraction analysis.</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142267581","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 fungicidal activity evaluation of 5-benzylidene-5H-[1,2,3]triazolo[5,1-b][1,3,4]thiadiazines 5-亚苄基-5H-[1,2,3]三唑并[5,1-b][1,3,4]噻二嗪的合成和杀菌活性评价
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-09-19 DOI: 10.1007/s11172-024-4361-0
T. V. Glukhareva, T. A. Kalinina, K. L. Obydennov, O. A. Vysokova, P. A. Slepukhin
{"title":"Synthesis and fungicidal activity evaluation of 5-benzylidene-5H-[1,2,3]triazolo[5,1-b][1,3,4]thiadiazines","authors":"T. V. Glukhareva, T. A. Kalinina, K. L. Obydennov, O. A. Vysokova, P. A. Slepukhin","doi":"10.1007/s11172-024-4361-0","DOIUrl":"https://doi.org/10.1007/s11172-024-4361-0","url":null,"abstract":"<p>A series of 5-benzylidene-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazines were synthesized by the reaction of benzaldehyde 1,2,3-thiadiazol-5-ylhydrazones with a-bromo-4-chloroacetophenone and chloroacetone in the presence of triethylamine. The key steps of the reaction are the Dimroth rearrangement of the 1,2,3-thiadiazole ring, the formation of 6,7-dihydro-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazines, and the transformation of the thiadiazine ring giving 5-arylidene-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazines. It was demonstrated that 6,7-dihydro-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazines, which do not undergo the transformation in the presence of triethylamine, can be transformed into 5-arylidene-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazines using sodium hydroxide. The reaction is accompanied by the saponification of the ethoxycarbonyl substituent. A number of the synthesized compounds were tested for fungicidal activity against four strains of phytopathogenic fungi and the oomycete <i>P. infestans</i>. Compound <b>5n</b> exhibits a moderate inhibitory effect (56.31±0.13%) on the growth of <i>P. infestans</i>.</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142267590","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
Hydrazine complexes with formic acid formed in the N2H4—HCOOH—HCOO− system in the presence of KOBut—DMSO superbase: a quantum chemical study 在 KOBut-DMSO 超级碱存在下，N2H4-HCOOH-HCOO- 系统中形成的肼与甲酸的复合物：量子化学研究
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-09-19 DOI: 10.1007/s11172-024-4340-5
V. B. Orel, G. R. Gnatovskiy, N. M. Vitkovskaya
{"title":"Hydrazine complexes with formic acid formed in the N2H4—HCOOH—HCOO− system in the presence of KOBut—DMSO superbase: a quantum chemical study","authors":"V. B. Orel, G. R. Gnatovskiy, N. M. Vitkovskaya","doi":"10.1007/s11172-024-4340-5","DOIUrl":"https://doi.org/10.1007/s11172-024-4340-5","url":null,"abstract":"<p>Hydrazine complexes with formic acid, free formate ion, and a potassium formate complex 5DMSO · K<sup>+</sup>HCOO<sup>−</sup> formed in the system N<sub>2</sub>H<sub>4</sub>—HCOOH—K<sup>+</sup>HCOO<sup>−</sup>— DMSO were studied. The possibility for hydrazine formylation to occur was assessed. According to calculations, a [N<sub>2</sub>H<sub>6</sub>(HCOO)<sub>3</sub>]<sup>−</sup> complex is formed in the system in question. The calculated kinetic and thermodynamic characteristics suggest that hydrazine formylation can occur in this complex. The reaction is reversible; as a consequence, the reaction medium can contain both the [N<sub>2</sub>H<sub>6</sub>(HCOO)<sub>3</sub>]<sup>−</sup> complex and formylhydrazine. All calculations were carried out using the B2PLYP-D2/6-311+G**//B3LYP/6-31+G* approach with inclusion of solvation effects in terms of the IEFPCM continuum model with DMSO as solvent and with explicit inclusion of the nearest solvation shell of the potassium cation (five DMSO molecules).</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142267627","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
Modification of carbon fiber with barium hexaferrite nanostructures 用纳米六铁钡改性碳纤维
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-09-19 DOI: 10.1007/s11172-024-4339-y
D. K. Trukhinov, E. A. Lebedeva, E. A. Ivanova, A. V. Lebedev, S. A. Astaf’eva
{"title":"Modification of carbon fiber with barium hexaferrite nanostructures","authors":"D. K. Trukhinov, E. A. Lebedeva, E. A. Ivanova, A. V. Lebedev, S. A. Astaf’eva","doi":"10.1007/s11172-024-4339-y","DOIUrl":"https://doi.org/10.1007/s11172-024-4339-y","url":null,"abstract":"<p>A method for the preparation of a hybrid material by modifying the surface of carbon fiber with barium hexaferrite particles using ultrasonic treatment was proposed. Scanning electron microscopy, Raman spectroscopy, and X-ray diffraction were used to identify the barium hexaferrite and to reveal the structural specific features, degree of ordering and homogeneity of the carbon fibers modified with barium hexaferrite. A vibrating magnetometer was used to determine the specific magnetic moment of the obtained hybrid, which was found to be equal to ∼2.03 A m<sup>2</sup> kg<sup>−1</sup>.</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142267626","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
Atom-economical addition of aldehydes to 3-alkyl-1H-phospholane oxides 醛与 3-烷基-1H-磷脂氧化物的原子经济加成反应
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-09-19 DOI: 10.1007/s11172-024-4357-9
A. L. Makhamatkhanova, E. Yu. Bulykina, T. V. Tyumkina
{"title":"Atom-economical addition of aldehydes to 3-alkyl-1H-phospholane oxides","authors":"A. L. Makhamatkhanova, E. Yu. Bulykina, T. V. Tyumkina","doi":"10.1007/s11172-024-4357-9","DOIUrl":"https://doi.org/10.1007/s11172-024-4357-9","url":null,"abstract":"<p>Solvent- and catalyst-free reaction of 3-R-1<i>H</i>-phospholane oxides with aldehydes at 20–22 °C for 30 min gave the mixtures of four diastereomers of the corresponding 3-substituted 1-hydroxymethyl-1<i>H</i>-phospholane oxides in 85–98% yields.</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142267585","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
Benzothiazolo[3,2-a]pyrimidines and benzothiazolo[3,2-a]purines: synthesis and bioactivity prediction 苯并噻唑并[3,2-a]嘧啶和苯并噻唑并[3,2-a]嘌呤：合成和生物活性预测
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-09-19 DOI: 10.1007/s11172-024-4355-y
A. A. Ushakova, V. V. Fedotov, I. I. Butorin, E. N. Ulomsky, V. L. Rusinov
{"title":"Benzothiazolo[3,2-a]pyrimidines and benzothiazolo[3,2-a]purines: synthesis and bioactivity prediction","authors":"A. A. Ushakova, V. V. Fedotov, I. I. Butorin, E. N. Ulomsky, V. L. Rusinov","doi":"10.1007/s11172-024-4355-y","DOIUrl":"https://doi.org/10.1007/s11172-024-4355-y","url":null,"abstract":"<p>An efficient strategy for the synthesis of benzothiazolo[3,2-<i>a</i>]pyrimidine and benzothiazolopurine derivatives was developed. The synthesis of benzothiazolopyrimidines involves cyclization of 2-aminobenzothiazole with bis(trichlorophenyl) malonate, nitration, chlorodeoxygenation, and reaction of the chlorinated derivative with secondary amines. Benzimidazolopyrimidines were transformed to benzo[4,5]thiazolo[3,2-<i>a</i>]purines by one-pot reduction of the nitro group followed by imidazole ring closure. The synthesized compounds were characterized by physicochemical analysis methods: IR and NMR spectroscopy, mass spectrometry, and elemental analysis. Molecular docking revealed promising compounds having an effect on influenza virus targets. The ligands have the highest calculated affinity for the “active” center of hemagglutinin, endonuclease, and PB2 protein of the RNA-dependent RNA polymerase.</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142267587","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
Dye-sensitized solar cells based on D—A—π—A′ structures with a 4H-cyclopenta[2,1-b:3,4-b′]dithiophene fragment containing branched alkyl groups 基于 D-A-π-A′ 结构的染料敏化太阳能电池，该结构具有含有支化烷基的 4H- 环戊二烯[2,1-b:3,4-b′]二噻吩片段
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-09-19 DOI: 10.1007/s11172-024-4341-4
M. S. Mikhailov, N. S. Gudim, L. V. Mikhalchenko, M. I. Knysh, E. A. Knyazeva, O. A. Rakitin
{"title":"Dye-sensitized solar cells based on D—A—π—A′ structures with a 4H-cyclopenta[2,1-b:3,4-b′]dithiophene fragment containing branched alkyl groups","authors":"M. S. Mikhailov, N. S. Gudim, L. V. Mikhalchenko, M. I. Knysh, E. A. Knyazeva, O. A. Rakitin","doi":"10.1007/s11172-024-4341-4","DOIUrl":"https://doi.org/10.1007/s11172-024-4341-4","url":null,"abstract":"<p>Two new dyes were obtained; their D—A—π—A′ structure included benzo[<i>d</i>][1,2,3]-thiadiazole as an internal acceptor (A), a cyanoacrylic acid residue as a terminal anchor acceptor (A′), a 4<i>H</i>-cyclopenta[2,1-<i>b</i>:3,4-<i>b</i>′]dithiophene π-spacer with branched alkyl groups, and 2,3-dihydroindole condensed with carbocycles as a donor. The optical and electrochemical characteristics of the obtained dyes were determined, and solar cells based on them were assembled. The power conversion efficiency reached 3.05% for a device based on the dye containing a 2,3,4,4a,9,9a-hexahydro-1<i>H</i>-carbazole donor moiety. The relatively low value of photovoltaic efficiency is likely due to excessive steric effects that are demonstrated by the branched alkyl groups when the dyes are sorbed onto the TiO<sub>2</sub> surface, which leads to an insufficient concentration of the dye on the electrode surface, resulting in a decrease in the quantity of absorbed photons.</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142267575","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
Regioselective synthesis and oxidation of a new series of 6-nitro-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]pyrimidines 新系列 6-硝基-4,5,6,7-四氢-1,2,4-三唑并[1,5-a]嘧啶的区域选择性合成和氧化作用
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-09-19 DOI: 10.1007/s11172-024-4360-1
D. D. Chirkov, I. I. Butorin, O. S. Eltsov, P. A. Slepukhin, V. L. Rusinov
{"title":"Regioselective synthesis and oxidation of a new series of 6-nitro-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]pyrimidines","authors":"D. D. Chirkov, I. I. Butorin, O. S. Eltsov, P. A. Slepukhin, V. L. Rusinov","doi":"10.1007/s11172-024-4360-1","DOIUrl":"https://doi.org/10.1007/s11172-024-4360-1","url":null,"abstract":"<p>A method was developed for the synthesis of compounds of a new series of 5,7-diaryl-6-nitro-4,5,6,7-tetrahydroazolo[1,5-<i>a</i>]pyrimidines under the conditions of the Michael reaction between the corresponding triazole-containing Schiff bases and β-nitrostyrene derivative followed by additional heterocyclization. The oxidation of the resulting tetrahydro derivatives with manganese(<span>iv</span>) oxide made it possible to prepare previously unknown functional derivatives of 2-substituted 5,7-bis(4-methoxyphenyl)-6-nitro-1,2,4-triazolo-[1,5-<i>a</i>]pyrimidines, whose structures were determined using NMR correlation spectroscopy (<sup>1</sup>H—<sup>1</sup>H NOESY, <sup>1</sup>H—<sup>13</sup>C HMBC).</p>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142267589","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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