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Synthesis of oligotetramethylene oxide diamines containing cycloaliphatic moieties as the hardeners for compounds with terminal epoxy groups 合成含有环脂族分子的低聚四亚甲基环氧二胺，作为带有末端环氧基团的化合物的固化剂
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4323-6
A. I. Slobodinyuk, D. G. Slobodinyuk
{"title":"Synthesis of oligotetramethylene oxide diamines containing cycloaliphatic moieties as the hardeners for compounds with terminal epoxy groups","authors":"A. I. Slobodinyuk,&nbsp;D. G. Slobodinyuk","doi":"10.1007/s11172-024-4323-6","DOIUrl":"10.1007/s11172-024-4323-6","url":null,"abstract":"<div><p>New oligoether diamines were synthesized via the step of obtaining oligoether diacrylates, followed by their subsequent reaction with 3-aminomethyl-3,5,5-trimethylcyclohexylamine. A series of urethane-containing elastomers based on them was obtained. The polymers were evaluated by differential scanning calorimetry, and their deformation and strength characteristics were also estimated. It was demonstrated that a low glass transition temperature is characteristic of all the polymers.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2028 - 2033"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142189000","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
Evaluation of the antioxidant and cryoprotective activity of bicyclic pyrrolidine derivatives with a 2,6-di-tert-butylphenol fragment 评估带有 2,6- 二叔丁基苯酚片段的双环吡咯烷衍生物的抗氧化和低温保护活性
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4326-3
V. P. Osipova, A. D. Kolumbet, M. A. Polovinkina, N. T. Berberova, E. N. Ponomareva, K. V. Kudryavtsev
{"title":"Evaluation of the antioxidant and cryoprotective activity of bicyclic pyrrolidine derivatives with a 2,6-di-tert-butylphenol fragment","authors":"V. P. Osipova,&nbsp;A. D. Kolumbet,&nbsp;M. A. Polovinkina,&nbsp;N. T. Berberova,&nbsp;E. N. Ponomareva,&nbsp;K. V. Kudryavtsev","doi":"10.1007/s11172-024-4326-3","DOIUrl":"10.1007/s11172-024-4326-3","url":null,"abstract":"<div><p>The studies of the antioxidant and cryoprotective activities of bicyclic pyrrolidine derivatives containing a 2,6-di-<i>tert</i>-butylphenol fragment in the <i>in vitro</i> experiments showed the greater activity of these compounds compared to ionol. The analysis of the kinetic profile of the reactions of these compounds with 2,2-diphenyl-1-picrylhydrazyl radical (DPPH test) and radical cation of 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) showed that the first step consisted in the rapid single electron transfer (SET), which was followed by the hydrogen atom transfer (HAT). The high activity in the reaction of Fe<sup>3+</sup> reduction (FRAP test) was characteristic of methyl (1<i>S</i>*,3<i>R</i>*,3a<i>S</i>*,6a<i>R</i>*)-3-(3,5-di-<i>tert</i>-butyl-4-hydroxyphenyl)-1-methyl-5-(2-nitrophenyl)-4,6-dioxooctahydropyrrolo[3,4-<i>c</i>]-pyrrole-1-carboxylate. The compounds under study were found to be able to terminate chain reactions due to the chelation of metals involved in the Fenton reaction. The compounds also exhibited prolonged antioxidant activity under autoxidation conditions and conditions of oxidative stress promoted by FeCl<sub>2</sub>. An increase in the viability of reproductive cells of sturgeon breeds in the presence of the pyrrolidine derivatives indicated the possibility of their use as promising antioxidant protectors during hypothermic storage and under conditions of deep freezing of germ cells of economically valuable fish species.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2048 - 2062"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142189035","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
Tetranitrosyl iron complexes with 4-chloro- and 4-methoxybenzenemethanethiolyls as new nitrogen monoxide donors: synthesis, structure, and biological activity 以 4-氯和 4-甲氧基苯甲硫酚作为新的一氧化氮供体的四亚硝基铁络合物：合成、结构和生物活性
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4327-2
N. A. Sanina, A. S. Konyukhova, D. V. Korchagin, G. V. Shilov, V. O. Novikova, L. M. Mazina, O. V. Pokidova, N. S. Emelyanova, T. S. Stupina, A. V. Kulikov, M. A. Blagov, S. M. Aldoshin
{"title":"Tetranitrosyl iron complexes with 4-chloro- and 4-methoxybenzenemethanethiolyls as new nitrogen monoxide donors: synthesis, structure, and biological activity","authors":"N. A. Sanina,&nbsp;A. S. Konyukhova,&nbsp;D. V. Korchagin,&nbsp;G. V. Shilov,&nbsp;V. O. Novikova,&nbsp;L. M. Mazina,&nbsp;O. V. Pokidova,&nbsp;N. S. Emelyanova,&nbsp;T. S. Stupina,&nbsp;A. V. Kulikov,&nbsp;M. A. Blagov,&nbsp;S. M. Aldoshin","doi":"10.1007/s11172-024-4327-2","DOIUrl":"10.1007/s11172-024-4327-2","url":null,"abstract":"<div><p>Two new binuclear tetranitrosyl iron complexes of the composition [Fe<sub>2</sub>L<sub>2</sub>(NO)<sub>4</sub>] (<b>1</b>, L = 4-methoxybenzenemethanethiolyl; <b>2</b>, L = 4-chlorobenzenemethanethiolyl) were synthesized. Their crystals were characterized by X-ray diffraction, by IR, ESR, UV, and Mössbauer spectroscopies, and by elemental analysis. The NO-donating properties and transformations of the complexes in physiological solutions, including reactions in the presence of bovine serum albumin, were studied. The cytotoxicity of compounds <b>1</b> and <b>2</b> was studied on normal <i>Vero</i> cells. The effect of the complexes on enzymes was investigated taking guanylate cyclase and adenylate cyclase as examples. The results obtained allow one to recommend compound <b>2</b> for further investigations as a potential drug with vaso- and bronchodilator properties.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2063 - 2081"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142189036","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
2,4,6-Triarylpyridine-containing N-carbazolyl and N, N-diphenylamine moieties: synthesis and thermal and optical properties 含 N-咔唑基和 N，N-二苯胺分子的 2，4，6-三芳基吡啶：合成及热学和光学特性
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4331-6
D. G. Slobodinyuk, G. G. Abashev, E. V. Shklyaeva, A. I. Slobodinyuk
{"title":"2,4,6-Triarylpyridine-containing N-carbazolyl and N, N-diphenylamine moieties: synthesis and thermal and optical properties","authors":"D. G. Slobodinyuk,&nbsp;G. G. Abashev,&nbsp;E. V. Shklyaeva,&nbsp;A. I. Slobodinyuk","doi":"10.1007/s11172-024-4331-6","DOIUrl":"10.1007/s11172-024-4331-6","url":null,"abstract":"<div><p>A new thermally stable chromophore exhibiting the intense blue fluorescence with the high quantum yield of 91%, 4-(4-(9<i>H</i>-carbazol-9-yl)phenyl)-2,6-bis-(4-<i>N,N</i>-diphenyl-aminophenyl)pyridine, was synthesized in a high yield via the three-component reaction of 4-(<i>N,N</i>-dimethylamino)acetophenone, 4-(9<i>H</i>-carbazol-9-yl)benzaldehyde, and ammonium acetate.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2110 - 2114"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142189039","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
Polyfunctionalized pyrimidines based on 1,2,4-triketones 基于 1,2,4-三酮的多官能化嘧啶
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4316-5
Yu. O. Edilova, E. A. Osipova, Yu. S. Kudyakova, P. A. Slepukhin, V. I. Saloutin, D. N. Bazhin
{"title":"Polyfunctionalized pyrimidines based on 1,2,4-triketones","authors":"Yu. O. Edilova,&nbsp;E. A. Osipova,&nbsp;Yu. S. Kudyakova,&nbsp;P. A. Slepukhin,&nbsp;V. I. Saloutin,&nbsp;D. N. Bazhin","doi":"10.1007/s11172-024-4316-5","DOIUrl":"10.1007/s11172-024-4316-5","url":null,"abstract":"<div><p>An approach was developed for the synthesis of polyfunctionalized pyrimidines based on analogs of 1,2,4-triketones. Acetal-substituted β-diketones are involved in the condensation with amidines in the presence of an excess of (EtO)<sub>3</sub>B/Et<sub>3</sub>N in acetonitrile. The conditions of the acid hydrolysis of acetal-containing pyrimidines were found to depend on the nature of substituents in diazine. The use of 1,2,4-triketone in the condensation with amidine allows the synthesis of acetylpyrimidine in one step.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1968 - 1976"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142189041","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 of 4-(N-cycloalkylamino)-substituted polyfluorobenzoic acids and their esters 4-(N-环烷基氨基)取代的多氟苯甲酸及其酯的合成
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4318-3
A. D. Baranovskiy, E. V. Shchegolkov, Ya. V. Burgart, O. P. Krasnykh, K. O. Malysheva, N. A. Gerasimova, N. P. Evstigneeva, V. I. Saloutin
{"title":"Synthesis of 4-(N-cycloalkylamino)-substituted polyfluorobenzoic acids and their esters","authors":"A. D. Baranovskiy,&nbsp;E. V. Shchegolkov,&nbsp;Ya. V. Burgart,&nbsp;O. P. Krasnykh,&nbsp;K. O. Malysheva,&nbsp;N. A. Gerasimova,&nbsp;N. P. Evstigneeva,&nbsp;V. I. Saloutin","doi":"10.1007/s11172-024-4318-3","DOIUrl":"10.1007/s11172-024-4318-3","url":null,"abstract":"<div><p>When treated with cycloalkylamines (pyrrolidine, piperidine, morpholine, and <i>N</i>-methylpiperazine), polyfluoro-containing benzoic and salicylic acid esters undergo chemoselective nucleophilic aromatic substitution of a fluorine atom in the <i>para</i> position to form 4-(<i>N</i>-cycloalkylamino)-substituted derivatives. The hydrolysis of the latter compounds with alkali in aqueous methanol affords the corresponding acids. Methyl 3,5-difluoro-2-hydroxy-4-(piperidin-1-yl)benzoate exhibits high antibacterial activity against the <i>N. gonorrhoeae</i> strain, which is twice higher than that of the drug spectinomycin. <i>N</i>-Cycloalkyl-substituted polyfluorobenzoic acids do not show analgesic activity. The effect of the esters is comparable with the activity of the drug diclofenac. The studied compounds have a lower acute toxicity compared to the reference drug.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1984 - 1995"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188995","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
IX International Symposium “Chemistry and Chemical Education” dedicated to the 190 years from D. I. Mendeleev’s birth 第九届 "化学与化学教育 "国际研讨会，纪念 D. I. 门捷列夫诞辰 190 周年门捷列夫诞辰 190 周年
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4334-3
{"title":"IX International Symposium “Chemistry and Chemical Education” dedicated to the 190 years from D. I. Mendeleev’s birth","authors":"","doi":"10.1007/s11172-024-4334-3","DOIUrl":"10.1007/s11172-024-4334-3","url":null,"abstract":"","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2122 - 2122"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142415189","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
One-pot synthesis of spirocyclopropane-fused tetrahydrofurans by the Cp2ZrCl2-catalyzed reaction of styrene with butyrolactones in the presence of AlCl3 and Mg 在 AlCl3 和 Mg 存在下，通过 Cp2ZrCl2 催化苯乙烯与丁内酯的反应一步合成螺环丙烷融合的四氢呋喃
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4306-7
L. K. Dilmukhametova, M. G. Shaibakova, I. R. Ramazanov
{"title":"One-pot synthesis of spirocyclopropane-fused tetrahydrofurans by the Cp2ZrCl2-catalyzed reaction of styrene with butyrolactones in the presence of AlCl3 and Mg","authors":"L. K. Dilmukhametova,&nbsp;M. G. Shaibakova,&nbsp;I. R. Ramazanov","doi":"10.1007/s11172-024-4306-7","DOIUrl":"10.1007/s11172-024-4306-7","url":null,"abstract":"<div><p>The reaction of styrene with butyrolactones in the presence of 2 equiv. each of AlCl<sub>3</sub> and Mg and catalyzed by 10 mol.% of Cp<sub>2</sub>ZrCl<sub>2</sub> in tetrahydrofuran led to the corresponding 1-phenyl-4-oxaspiro[2.4]heptanes in 47–57% yield. Presumably, the intermediates are zirconacyclopropane derivatives, similar to the Kulinkovich reagents.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1894 - 1899"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188985","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
Reactions of substituted 1-alkynylphosphines with Et2Zn catalyzed by the Cp2ZrCl2—EtMgBr system 在 Cp2ZrCl2-EtMgBr 系统催化下取代的 1- 烷炔基膦与 Et2Zn 的反应
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4307-6
A. M. Gabdullin, R. N. Kadikova, O. S. Mozgovoj, I. R. Ramazanov
{"title":"Reactions of substituted 1-alkynylphosphines with Et2Zn catalyzed by the Cp2ZrCl2—EtMgBr system","authors":"A. M. Gabdullin,&nbsp;R. N. Kadikova,&nbsp;O. S. Mozgovoj,&nbsp;I. R. Ramazanov","doi":"10.1007/s11172-024-4307-6","DOIUrl":"10.1007/s11172-024-4307-6","url":null,"abstract":"<div><p>The reactions of 1-alkynylphosphines with Et<sub>2</sub>Zn in the presence of catalytic amounts of Cp<sub>2</sub>ZrCl<sub>2</sub> and EtMgBr proceed regio- and stereoselectively to afford (1<i>Z</i>)-alkenylphosphines. The oxidation and sulfonation of synthesized 1-alkenylphosphines with an aqueous solution of hydrogen peroxide or elemental sulfur give (1<i>Z</i>)-alkenylphosphine oxides and (1<i>Z</i>)-alkenylphosphine sulfides, respectively. A plausible scheme for the Zr—Mg-catalyzed 2-zincoethylzincation of 1-alkynylphosphines was proposed.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1900 - 1906"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188986","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
N,N′-Diaryl derivatives of (S)-2,2′-diamino-1,1′-binaphthalene for fluorescent enantioselective detection 用于荧光对映选择性检测的 (S)-2,2′-二氨基-1,1′-联萘的 N,N′-二芳基衍生物
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4313-8
A. S. Malysheva, A. D. Averin, I. P. Beletskaya
{"title":"N,N′-Diaryl derivatives of (S)-2,2′-diamino-1,1′-binaphthalene for fluorescent enantioselective detection","authors":"A. S. Malysheva,&nbsp;A. D. Averin,&nbsp;I. P. Beletskaya","doi":"10.1007/s11172-024-4313-8","DOIUrl":"10.1007/s11172-024-4313-8","url":null,"abstract":"<div><p>Using palladium-catalyzed arylation of (<i>S</i>)-2,2′-diamino-1,1′-binaphthalene (BINAM) with the halogen derivatives of naphthalene, anthracene, and anthraquinone, the corresponding <i>N,N′</i>-diaryl derivatives were synthesized. The dependence of the yields of the compounds on the structure of the initial halogen derivatives was shown. The synthesized compounds were studied in fluorescent enantioselective detection of amino alcohols. The synthesized derivatives demonstrate a response in the case of complex formation with some amino alcohols, but the response is most pronounced for the derivative with anthraquinone substituents. This detector can recognize enantiomers of leucinol, 2-phenylglycinol, and prolinol by different changes in the fluorescence enhancement in the presence of opposite optical isomers. In the case of 2-amino-1-propanol, fluorescence enhancement is observed only in the presence of the (<i>S</i>)-isomer.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1944 - 1952"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188991","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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