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Ultrasound-assisted, copper-catalyzed S-arylation of nitro compounds-heterocumulene adducts
IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2024-09-02 DOI: 10.1080/10426507.2024.2427135
Manijeh Nematpour
S-Arylation of nitro compounds-heterocumulene adducts with CuI as the catalyst, K2CO3 as the base, and highly efficient was successfully implemented without the help of an additional ligand under ultrasound irradiation in MeCN at room temperature. The use of simple and readily available starting materials, no need for column chromatography, mild copper-catalytic reaction conditions, good yields (70–89%), application of the sonochemical methodology, and short reaction times are remarkable specifications of this protocol.
{"title":"Ultrasound-assisted, copper-catalyzed S-arylation of nitro compounds-heterocumulene adducts","authors":"Manijeh Nematpour","doi":"10.1080/10426507.2024.2427135","DOIUrl":"10.1080/10426507.2024.2427135","url":null,"abstract":"<div><div><em>S</em>-Arylation of nitro compounds-heterocumulene adducts with CuI as the catalyst, K<sub>2</sub>CO<sub>3</sub> as the base, and highly efficient was successfully implemented without the help of an additional ligand under ultrasound irradiation in MeCN at room temperature. The use of simple and readily available starting materials, no need for column chromatography, mild copper-catalytic reaction conditions, good yields (70–89%), application of the sonochemical methodology, and short reaction times are remarkable specifications of this protocol.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 836-841"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144728","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
Efficient synthesis of halobenzothioamides from the hydrosulfuration of halobenzonitriles and mechanism investigation
IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2024-09-02 DOI: 10.1080/10426507.2024.2416209
Juan Chen , Shanshan Li , Hailong Hong , Huijie Jia , Ning Zhu
An efficient method for the synthesis of various halobenzothioamides from the hydrosulfuration of a variety of halobenzonitriles with NaHS under mild conditions was developed by adding auxiliary reagent MgCl2 · 6 H2O. It was found that an excellent yield of benzothioamides is obtained from the hydrosulfuration of halobenzonitrile with inorganic sulfur reagents by adjusting the pH value of the reaction solution. Reaction condition optimization experiments revealed, that high yields of products were obtained in the pH range of 8–10.
{"title":"Efficient synthesis of halobenzothioamides from the hydrosulfuration of halobenzonitriles and mechanism investigation","authors":"Juan Chen ,&nbsp;Shanshan Li ,&nbsp;Hailong Hong ,&nbsp;Huijie Jia ,&nbsp;Ning Zhu","doi":"10.1080/10426507.2024.2416209","DOIUrl":"10.1080/10426507.2024.2416209","url":null,"abstract":"<div><div>An efficient method for the synthesis of various halobenzothioamides from the hydrosulfuration of a variety of halobenzonitriles with NaHS under mild conditions was developed by adding auxiliary reagent MgCl<sub>2</sub> · 6 H<sub>2</sub>O. It was found that an excellent yield of benzothioamides is obtained from the hydrosulfuration of halobenzonitrile with inorganic sulfur reagents by adjusting the pH value of the reaction solution. Reaction condition optimization experiments revealed, that high yields of products were obtained in the pH range of 8–10.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 667-674"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144729","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, characterization, and antimicrobial activity of some benzimidazolyl, benzoxazolyl, benzothiazolyl-methylsulfanyl-4-aryl-1,4-dihydropyrimidine-5-carbonitrile derivatives
IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2024-09-02 DOI: 10.1080/10426507.2024.2424275
Die Rachelle Celiane , Ambeu-Loko N’ta Christelle Mélissa , Fante Bamba , Hiebel Marie-Aude , Suzenet Franck , Vallin Aurélie , Chagnault Vincent
We synthetized some methylsulfanyl-4-aryl-1,4-dihydropyrimidine-5-carbonitriles derivatives coupled with benzimidazole, benzoxazole, and benzothiazole rings. Some of these compounds exhibit antibacterial activity, particularly against gram-positive bacteria such as Enterococcus faecalis (6e) and Staphylococcus aureus (4f, 6b, 6i, and 8a).
{"title":"Synthesis, characterization, and antimicrobial activity of some benzimidazolyl, benzoxazolyl, benzothiazolyl-methylsulfanyl-4-aryl-1,4-dihydropyrimidine-5-carbonitrile derivatives","authors":"Die Rachelle Celiane ,&nbsp;Ambeu-Loko N’ta Christelle Mélissa ,&nbsp;Fante Bamba ,&nbsp;Hiebel Marie-Aude ,&nbsp;Suzenet Franck ,&nbsp;Vallin Aurélie ,&nbsp;Chagnault Vincent","doi":"10.1080/10426507.2024.2424275","DOIUrl":"10.1080/10426507.2024.2424275","url":null,"abstract":"<div><div>We synthetized some methylsulfanyl-4-aryl-1,4-dihydropyrimidine-5-carbonitriles derivatives coupled with benzimidazole, benzoxazole, and benzothiazole rings. Some of these compounds exhibit antibacterial activity, particularly against gram-positive bacteria such as <em>Enterococcus faecalis</em> (<strong>6e</strong>) and <em>Staphylococcus aureus</em> (<strong>4f</strong>, <strong>6b</strong>, <strong>6i</strong>, and <strong>8a</strong>).</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 814-823"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144825","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 promising α-amylase inhibitor based on the 2-(2-hydrazinyl) thiazole scaffolds: synthesis, docking studies and biological evaluation
IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2024-09-02 DOI: 10.1080/10426507.2024.2424274
Dattatraya Raut , Dnyandev Bhosale , Raghunath Bhosale , Anjana Lawand , Mahesh Hublikar , Shraddha Nirmal , Shailaja Dhadake , Praffula Chaudhari , Sandip Deshmukh , Dipak Hiwarale
A series of novel hydrazinyl-based thiazole scaffolds were designed, synthesized, and evaluated for their anti-diabetic activity. The cyclocondensation reaction of the appropriately substituted acetophenones 1, thiosemicarbazide 2, and appropriate phenacyl bromide 3 allowed for the creation of a new series of hydrazinyl-based thiazole scaffolds (4ah). The newly generated compounds were characterized using mass spectrometry,1H NMR, IR, and 13C NMR techniques. The novel hydrazinyl-based thiazole scaffolds were evaluated by the in vitro α-amylase inhibitory assay. Hydrazinyl-based thiazole scaffolds 4a, 4b, 4d, and 4f showed good activity compared to acarbose as a standard reference. Although insulin is a necessary medication for the treatment of diabetes, it carries a significant risk. We believe that thiazole scaffolds based on hydrazinyl structural motive provide recommendations for designing and producing novel anti-diabetic drugs, which are critically needed. Moreover, these compounds show a strong affinity for the pancreatic α-amylase protein binding site, suggesting greater inhibitory capability at the cellular level, and molecular docking studies have demonstrated their better-fit potential as anti-diabetic agents. This indicates the versatility of the hydrazinyl-based thiazole molecules to achieve new classes of anti-diabetic scaffold.
{"title":"A promising α-amylase inhibitor based on the 2-(2-hydrazinyl) thiazole scaffolds: synthesis, docking studies and biological evaluation","authors":"Dattatraya Raut ,&nbsp;Dnyandev Bhosale ,&nbsp;Raghunath Bhosale ,&nbsp;Anjana Lawand ,&nbsp;Mahesh Hublikar ,&nbsp;Shraddha Nirmal ,&nbsp;Shailaja Dhadake ,&nbsp;Praffula Chaudhari ,&nbsp;Sandip Deshmukh ,&nbsp;Dipak Hiwarale","doi":"10.1080/10426507.2024.2424274","DOIUrl":"10.1080/10426507.2024.2424274","url":null,"abstract":"<div><div>A series of novel hydrazinyl-based thiazole scaffolds were designed, synthesized, and evaluated for their anti-diabetic activity. The cyclocondensation reaction of the appropriately substituted acetophenones <strong>1</strong>, thiosemicarbazide <strong>2</strong>, and appropriate phenacyl bromide <strong>3</strong> allowed for the creation of a new series of hydrazinyl-based thiazole scaffolds (<strong>4a</strong>–<strong>h</strong>). The newly generated compounds were characterized using mass spectrometry,<sup>1</sup>H NMR, IR, and <sup>13</sup>C NMR techniques. The novel hydrazinyl-based thiazole scaffolds were evaluated by the <em>in vitro</em> α-amylase inhibitory assay. Hydrazinyl-based thiazole scaffolds <strong>4a</strong>, <strong>4b</strong>, <strong>4d</strong>, and <strong>4f</strong> showed good activity compared to <em>acarbose</em> as a standard reference. Although insulin is a necessary medication for the treatment of diabetes, it carries a significant risk. We believe that thiazole scaffolds based on hydrazinyl structural motive provide recommendations for designing and producing novel anti-diabetic drugs, which are critically needed. Moreover, these compounds show a strong affinity for the pancreatic α-amylase protein binding site, suggesting greater inhibitory capability at the cellular level, and molecular docking studies have demonstrated their better-fit potential as anti-diabetic agents. This indicates the versatility of the hydrazinyl-based thiazole molecules to achieve new classes of anti-diabetic scaffold.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 804-813"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144732","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
Enhanced coking resistance of alumina-supported cobalt nitride catalyst via doping of phosphorus for dry reforming of methane
IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2024-09-02 DOI: 10.1080/10426507.2024.2410868
Bolun Ai , Hongda Wu , Qingshan Rong , Yan Shi , Zhiwei Yao
A novel P-doped Co4N/γ-Al2O3 catalyst was firstly designed for dry reforming of methane (DRM). It was found that the use of P doping Co4N/γ-Al2O3 can enhance its coking resistance, which might be due to a decrease in CH4 dissociation ability and an increase in CO2 dissociation ability, as well as the increase of cobalt species capable of interacting with alumina.
{"title":"Enhanced coking resistance of alumina-supported cobalt nitride catalyst via doping of phosphorus for dry reforming of methane","authors":"Bolun Ai ,&nbsp;Hongda Wu ,&nbsp;Qingshan Rong ,&nbsp;Yan Shi ,&nbsp;Zhiwei Yao","doi":"10.1080/10426507.2024.2410868","DOIUrl":"10.1080/10426507.2024.2410868","url":null,"abstract":"<div><div>A novel P-doped Co<sub>4</sub>N/γ-Al<sub>2</sub>O<sub>3</sub> catalyst was firstly designed for dry reforming of methane (DRM). It was found that the use of P doping Co<sub>4</sub>N/γ-Al<sub>2</sub>O<sub>3</sub> can enhance its coking resistance, which might be due to a decrease in CH<sub>4</sub> dissociation ability and an increase in CO<sub>2</sub> dissociation ability, as well as the increase of cobalt species capable of interacting with alumina.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 654-660"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144734","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
Investigation of pure and Sn-doped Ca(OH)2 nanoparticles for optical and biomedical applications
IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2024-09-02 DOI: 10.1080/10426507.2024.2424271
Karthikeyan Balasubramanian , Sureshkumar Murugesan
The present study explores the synthesis and characterization of pure and Sn-doped Ca(OH)2 nanoparticles, highlighting their potential for optical and biomedical applications. The incorporation of Sn into the Ca(OH)2 matrix is investigated for the first time, providing insights into its impact on the structural, optical, and biological properties of the nanoparticles. A straightforward precipitation method was employed to synthesize pure and Sn-doped calcium hydroxide nanoparticles. The synthesized nanoparticles were characterized by using X-ray diffraction (XRD) pattern, ultraviolet–visible–near infrared (UV-Vis-NIR) spectra, Fourier Scanning Electron Microscope (FESEM) micrographs, and agar well diffusion method for antibacterial study. X-ray diffraction examinations confirmed the polycrystalline nature of the Ca(OH)2 nanoparticles and revealed the structure to be hexagonal. The average crystallite size of the pure and Sn-doped Ca(OH)2 nanoparticles are 49 nm and 66 nm, respectively. The FESEM images of the sample revealed the formation of pure Ca(OH)2 nanoparticles in the form of nanoflakes and the change in the morphology while doping Sn with Ca(OH)2. The prepared samples were assessed using UV-Vis-NIR spectra, showing the UV absorption band at approximately 247 and 263 nm for the samples of pure and Sn-doped Ca(OH)2 nanoparticles, respectively. The calculated direct and indirect allowed band gap energies were found to be 4.04 and 3.92 eV for pure Ca(OH)2, and 3.37 and 2.94 eV in the case of Sn-doped Ca(OH)2. The antibacterial effectiveness of Ca(OH)2 nanoparticles was assessed using the well diffusion method, and it was observed that both the samples of pure and Sn doped Ca(OH)2 nanoparticles exhibited significant antibacterial properties against gram-negative bacterial strains. An elevation in Minimum Inhibitory Concentration (MIC) values for Sn-doped Ca(OH)2 nanoparticles compared to pure Ca(OH)2 nanoparticles was observed when examining their impact on Gram-negative bacteria (Klebsiella pneumoniae), which suggested a requirement for a higher concentration due to the nature of surface charges present in order to inhibit the growth of microorganisms.
{"title":"Investigation of pure and Sn-doped Ca(OH)2 nanoparticles for optical and biomedical applications","authors":"Karthikeyan Balasubramanian ,&nbsp;Sureshkumar Murugesan","doi":"10.1080/10426507.2024.2424271","DOIUrl":"10.1080/10426507.2024.2424271","url":null,"abstract":"<div><div>The present study explores the synthesis and characterization of pure and Sn-doped Ca(OH)<sub>2</sub> nanoparticles, highlighting their potential for optical and biomedical applications. The incorporation of Sn into the Ca(OH)<sub>2</sub> matrix is investigated for the first time, providing insights into its impact on the structural, optical, and biological properties of the nanoparticles. A straightforward precipitation method was employed to synthesize pure and Sn-doped calcium hydroxide nanoparticles. The synthesized nanoparticles were characterized by using X-ray diffraction (XRD) pattern, ultraviolet–visible–near infrared (UV-Vis-NIR) spectra, Fourier Scanning Electron Microscope (FESEM) micrographs, and agar well diffusion method for antibacterial study. X-ray diffraction examinations confirmed the polycrystalline nature of the Ca(OH)<sub>2</sub> nanoparticles and revealed the structure to be hexagonal. The average crystallite size of the pure and Sn-doped Ca(OH)<sub>2</sub> nanoparticles are 49 nm and 66 nm, respectively. The FESEM images of the sample revealed the formation of pure Ca(OH)<sub>2</sub> nanoparticles in the form of nanoflakes and the change in the morphology while doping Sn with Ca(OH)<sub>2</sub>. The prepared samples were assessed using UV-Vis-NIR spectra, showing the UV absorption band at approximately 247 and 263 nm for the samples of pure and Sn-doped Ca(OH)<sub>2</sub> nanoparticles, respectively. The calculated direct and indirect allowed band gap energies were found to be 4.04 and 3.92 eV for pure Ca(OH)<sub>2</sub>, and 3.37 and 2.94 eV in the case of Sn-doped Ca(OH)<sub>2</sub>. The antibacterial effectiveness of Ca(OH)<sub>2</sub> nanoparticles was assessed using the well diffusion method, and it was observed that both the samples of pure and Sn doped Ca(OH)<sub>2</sub> nanoparticles exhibited significant antibacterial properties against gram-negative bacterial strains. An elevation in Minimum Inhibitory Concentration (MIC) values for Sn-doped Ca(OH)<sub>2</sub> nanoparticles compared to pure Ca(OH)<sub>2</sub> nanoparticles was observed when examining their impact on Gram-negative bacteria (<em>Klebsiella pneumoniae</em>), which suggested a requirement for a higher concentration due to the nature of surface charges present in order to inhibit the growth of microorganisms.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 795-803"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144737","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
Structural, spectroscopic and electrochemical characterizations of new 2,5-bis(phosphoranyl)-3,6-diaminoquinones
IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2024-09-02 DOI: 10.1080/10426507.2024.2409435
Madison E. Lear , Connor P. McLoughlin , Alea Ha , Joshua M. Paul , Amanda N. Graveson , Nathan A. Phan , Timothy J. Dobson , Natalie C. Cawker , Edward J. Valente , Eugenijus Urnezius
Cu(II) catalyzed open air reactions of 2,5-bis(-P(O)R2))-3,6-dichloro-hydroquinones (R = Ph or iPr) with selected primary amines or ammonia proceeded with oxidation of the hydroquinone ring and substitution of chlorines by the amino groups. The products of these reactions were 2,5-bis(-P(O)R2))-3,6-di(-NHR’)-quinones (1a, R = Ph, R′ = Cy; 1b, R = iPr, R′ = Cy; 2a, R = Ph, R′ = –CH(CH2OH)2; 2b, R = iPr, R′ = –CH(CH2OH)2; 3a, R = Ph, R′ = –CH2CH(OH)CH2OH; 3b, R = iPr, R′ = CH2CH(OH)CH2OH; 4a (R = Ph, R′ = H; 4b, R = iPr, R′ = H). They were isolated as bright orange or yellow solids in moderate/good yields. The compounds were characterized by multinuclear (1H,13C,31P) NMR, FT-IR, UV–Vis, high resolution mass-spectrometry, and cyclic voltammetry. Compounds 1b, 2a, 3a and 4a,b were also characterized by single crystal X-ray diffraction methods.
{"title":"Structural, spectroscopic and electrochemical characterizations of new 2,5-bis(phosphoranyl)-3,6-diaminoquinones","authors":"Madison E. Lear ,&nbsp;Connor P. McLoughlin ,&nbsp;Alea Ha ,&nbsp;Joshua M. Paul ,&nbsp;Amanda N. Graveson ,&nbsp;Nathan A. Phan ,&nbsp;Timothy J. Dobson ,&nbsp;Natalie C. Cawker ,&nbsp;Edward J. Valente ,&nbsp;Eugenijus Urnezius","doi":"10.1080/10426507.2024.2409435","DOIUrl":"10.1080/10426507.2024.2409435","url":null,"abstract":"<div><div>Cu(II) catalyzed open air reactions of 2,5-bis(-P(O)R<sub>2</sub>))-3,6-dichloro-hydroquinones (R = Ph or <em>i</em>Pr) with selected primary amines or ammonia proceeded with oxidation of the hydroquinone ring and substitution of chlorines by the amino groups. The products of these reactions were 2,5-bis(-P(O)R<sub>2</sub>))-3,6-di(-NHR’)-quinones (<strong>1a</strong>, R = Ph, R′ = Cy; <strong>1b</strong>, R = <em>i</em>Pr, R′ = Cy; <strong>2a</strong>, R = Ph, R′ = –CH(CH<sub>2</sub>OH)<sub>2</sub>; <strong>2b</strong>, R = <em>i</em>Pr, R′ = –CH(CH<sub>2</sub>OH)<sub>2</sub>; <strong>3a</strong>, R = Ph, R′ = –CH<sub>2</sub>CH(OH)CH<sub>2</sub>OH; <strong>3b</strong>, R = <em>i</em>Pr, R′ = CH<sub>2</sub>CH(OH)CH<sub>2</sub>OH; <strong>4a</strong> (R = Ph, R′ = H; <strong>4b</strong>, R = <em>i</em>Pr, R′ = H). They were isolated as bright orange or yellow solids in moderate/good yields. The compounds were characterized by multinuclear (<sup>1</sup>H,<sup>13</sup>C,<sup>31</sup>P) NMR, FT-IR, UV–Vis, high resolution mass-spectrometry, and cyclic voltammetry. Compounds <strong>1b</strong>, <strong>2a</strong>, <strong>3a</strong> and <strong>4a,b</strong> were also characterized by single crystal X-ray diffraction methods.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 607-618"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144231","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
Efficient bis(indoyl)methanes synthesis enabled by SnO2/SiO2 nanocomposite
IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2024-09-02 DOI: 10.1080/10426507.2024.2410869
Ajeet A. Yelwande , Madhukar E Navgire , Deepak T Tayde , Machhindra K Lande
This study focuses on the synthesis of SnO2/SiO2 nanocomposite materials using sol-gel method and investigates their role in the synthesis of bis(indoyl)methanes via the Friedel–Craft alkylation route. The results, based on TON and TOF, show that 15 wt % SnO2/SiO2 exhibits high production efficiency and greater stability, with yields reaching 91–93% within 80–93 min. The prepared catalysts were characterized using various analytical techniques. The XRD revealed a crystalline size of 25.05 nm. The TEM analysis indicated a reduced particle size of about 25–30 nm. The SEM reflected the porous nature of the material and EDS showed the constituent elements Sn, O and Si with 3.65, 54.93, and 41.44 atomic %, respectively. FT-IR identified the composite framework with bands at 3408, 1620, 1093, 806 and 631 cm−1. The NH3-TPD indicated the presence of both Lewis acidic and Bronsted acidic sites in the composite materials. The BET method revealed a specific surface area and average pore diameter of 331.5814 m2/g. The developed method offers several advantages, such as a simple workup procedure, high yield, nontoxicity, cleanliness, and the ability to recycle and reuse the catalytic materials three times without loss in catalytic activity. These findings demonstrate the potential of SnO2/SiO2 nanocomposites as efficient and environmentally friendly catalysts for the synthesizing bis(indoyl)methane derivatives.
{"title":"Efficient bis(indoyl)methanes synthesis enabled by SnO2/SiO2 nanocomposite","authors":"Ajeet A. Yelwande ,&nbsp;Madhukar E Navgire ,&nbsp;Deepak T Tayde ,&nbsp;Machhindra K Lande","doi":"10.1080/10426507.2024.2410869","DOIUrl":"10.1080/10426507.2024.2410869","url":null,"abstract":"<div><div>This study focuses on the synthesis of SnO<sub>2</sub>/SiO<sub>2</sub> nanocomposite materials using sol-gel method and investigates their role in the synthesis of bis(indoyl)methanes <em>via</em> the Friedel–Craft alkylation route. The results, based on TON and TOF, show that 15 wt % SnO<sub>2</sub>/SiO<sub>2</sub> exhibits high production efficiency and greater stability, with yields reaching 91–93% within 80–93 min. The prepared catalysts were characterized using various analytical techniques. The XRD revealed a crystalline size of 25.05 nm. The TEM analysis indicated a reduced particle size of about 25–30 nm. The SEM reflected the porous nature of the material and EDS showed the constituent elements Sn, O and Si with 3.65, 54.93, and 41.44 atomic %, respectively. FT-IR identified the composite framework with bands at 3408, 1620, 1093, 806 and 631 cm<sup>−1</sup>. The NH<sub>3</sub>-TPD indicated the presence of both Lewis acidic and Bronsted acidic sites in the composite materials. The BET method revealed a specific surface area and average pore diameter of 331.5814 m<sup>2</sup>/g. The developed method offers several advantages, such as a simple workup procedure, high yield, nontoxicity, cleanliness, and the ability to recycle and reuse the catalytic materials three times without loss in catalytic activity. These findings demonstrate the potential of SnO<sub>2</sub>/SiO<sub>2</sub> nanocomposites as efficient and environmentally friendly catalysts for the synthesizing bis(indoyl)methane derivatives.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 635-646"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144736","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 some new transition metal complexes derived from tellurated formazanes
IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2024-09-02 DOI: 10.1080/10426507.2024.2419624
Amenah D. Naji , Adil A. Al-Fregi , Ali A. A. Al-Riyahee
A novel series of organotellurium compounds based on formazane derivatives with a general formula of ArTeBr3 4 and Ar2TeBr2 5 [Ar = 2-[{4-hydroxy-3-methoxyphenyl}{4-nitrophenyldiazenyl}methylene amino]-5-nitrophenyl] were synthesized by refluxing mercurated formazane derivative ArHgCl with TeBr4 in two different mole ratios of 1:1 and 2:1, respectively, in dry dioxane solvent under an argon atmosphere. Compounds ArTeBr3 and Ar2TeBr2 were then reduced by the action of an ethanolic solution of hydrazine hydrate to obtain Ar2Te2 6 and Ar2Te 7, respectively. The ligand properties of bis(2-[{4-hydroxy-3-methoxy phenyl}{4-nitrophenyl diazenyl}methylene amino]-5-nitrophenyl) telluride (7) were examined toward several metal ions through its reaction with K2PtCl4, PdCl2 · 2 H2O, K2PtCl6, RhCl3 · 3 H2O, CoCl3 · 6 H2O and NiCl2, respectively. These compounds were characterized by FTIR, UV-Vis,1H and 13C{1H} NMR spectroscopy and mass spectrometry as well as by elemental analysis, thermal analysis, magnetic susceptibility and molar conductivity. The identification of the synthesized complexes 8-13 proved that the complexes of Pt(II), Pd(II) and Ni(II) have square pyramidal geometries and are diamagnetic, while the complexes of Pt(IV), Rh(III) and Co(III) have octahedral shapes with the same magnetic behavior. The telluride 7 behaves as a neutral pentadentate ligand.
{"title":"Synthesis of some new transition metal complexes derived from tellurated formazanes","authors":"Amenah D. Naji ,&nbsp;Adil A. Al-Fregi ,&nbsp;Ali A. A. Al-Riyahee","doi":"10.1080/10426507.2024.2419624","DOIUrl":"10.1080/10426507.2024.2419624","url":null,"abstract":"<div><div>A novel series of organotellurium compounds based on formazane derivatives with a general formula of ArTeBr<sub>3</sub> <strong>4</strong> and Ar<sub>2</sub>TeBr<sub>2</sub> <strong>5</strong> [Ar = 2-[{4-hydroxy-3-methoxyphenyl}{4-nitrophenyldiazenyl}methylene amino]-5-nitrophenyl] were synthesized by refluxing mercurated formazane derivative ArHgCl with TeBr<sub>4</sub> in two different mole ratios of 1:1 and 2:1, respectively, in dry dioxane solvent under an argon atmosphere. Compounds ArTeBr<sub>3</sub> and Ar<sub>2</sub>TeBr<sub>2</sub> were then reduced by the action of an ethanolic solution of hydrazine hydrate to obtain Ar<sub>2</sub>Te<sub>2</sub> <strong>6</strong> and Ar<sub>2</sub>Te <strong>7</strong>, respectively. The ligand properties of bis(2-[{4-hydroxy-3-methoxy phenyl}{4-nitrophenyl diazenyl}methylene amino]-5-nitrophenyl) telluride (<strong>7</strong>) were examined toward several metal ions through its reaction with K<sub>2</sub>PtCl<sub>4</sub>, PdCl<sub>2</sub> · 2 H<sub>2</sub>O, K<sub>2</sub>PtCl<sub>6</sub>, RhCl<sub>3</sub> · 3 H<sub>2</sub>O, CoCl<sub>3</sub> · 6 H<sub>2</sub>O and NiCl<sub>2</sub>, respectively. These compounds were characterized by FTIR, UV-Vis,<sup>1</sup>H and <sup>13</sup>C{<sup>1</sup>H} NMR spectroscopy and mass spectrometry as well as by elemental analysis, thermal analysis, magnetic susceptibility and molar conductivity. The identification of the synthesized complexes <strong>8</strong>-<strong>13</strong> proved that the complexes of Pt(II), Pd(II) and Ni(II) have square pyramidal geometries and are diamagnetic, while the complexes of Pt(IV), Rh(III) and Co(III) have octahedral shapes with the same magnetic behavior. The telluride <strong>7</strong> behaves as a neutral pentadentate ligand.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 712-724"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144840","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
Efficient generation of novel phosphorus ylides via chemoselective and chemospecific reactions utilizing 2-(arylamino)-2-thioxoacetamide and methyl benzoylglycinates as precursors with activated acetylenic compounds
IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2024-09-02 DOI: 10.1080/10426507.2024.2402717
Haniyeh Hassanipour , Mohammad Reza Islami , Samieh Fozooni
A chemospecific and chemoselective procedure has been developed for the efficient synthesis of novel phosphorus compounds, achieving moderate to excellent yields. This method involves the reaction of 2-(arylamino)-2-thioxoacetamide and methyl benzoylglycinate precursors with PPh3 in the presence of activated acetylenic esters. Notably, the reaction exhibits superior selectivity toward the NH2 group in 2-(arylamino)-2-thioxoacetamide, rather than the NH group. Moreover, when methyl benzoylglycinates are employed as a precursor, the reaction yields two distinct families of ylides, each with its own unique percentage yield.
{"title":"Efficient generation of novel phosphorus ylides via chemoselective and chemospecific reactions utilizing 2-(arylamino)-2-thioxoacetamide and methyl benzoylglycinates as precursors with activated acetylenic compounds","authors":"Haniyeh Hassanipour ,&nbsp;Mohammad Reza Islami ,&nbsp;Samieh Fozooni","doi":"10.1080/10426507.2024.2402717","DOIUrl":"10.1080/10426507.2024.2402717","url":null,"abstract":"<div><div>A chemospecific and chemoselective procedure has been developed for the efficient synthesis of novel phosphorus compounds, achieving moderate to excellent yields. This method involves the reaction of 2-(arylamino)-2-thioxoacetamide and methyl benzoylglycinate precursors with PPh<sub>3</sub> in the presence of activated acetylenic esters. Notably, the reaction exhibits superior selectivity toward the NH<sub>2</sub> group in 2-(arylamino)-2-thioxoacetamide, rather than the NH group. Moreover, when methyl benzoylglycinates are employed as a precursor, the reaction yields two distinct families of ylides, each with its own unique percentage yield.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 7","pages":"Pages 560-567"},"PeriodicalIF":1.4,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143144841","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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Phosphorus, Sulfur, and Silicon and the Related Elements
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