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Dual-controlled metallosupramolecular assemblies of pyridyl stiff-stilbene with silver(I) ions
IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2025-03-01 DOI: 10.1016/j.jorganchem.2025.123596
Jerry Chun-Kit Yau , Franco King-Chi Leung
Supramolecular assemblies, composed of molecular building blocks held together by reversible noncovalent interactions, offer a versatile toolbox to create well-defined architectures. Among these interactions, metal-ligand coordination is of particular interest for its directionality and controllability, enabling the construction of stimuli-responsive materials to external stimulations such as light, pH, chemicals and mechanical force. However, dual stimuli-controlled supramolecular assembly of silver(I) with pyridiyl ligand remain largely unexplored. Herein, we present the synthesis and behavior of a novel dipyridine-functionalized stiff-stilbene StPy in coordination with silver(I) ions, forming stimuli-responsive supramolecular assemblies. StPy exhibits good photochemical properties under UV-light in common organic solvents including DMSO, ACN, and THF. Upon mixing with AgBF4, StPy coordinates with Ag(I) in a 1:1 ratio and assembles into metallosupramolecular architectures, confirmed by UV–vis spectroscopy and Job's plot analysis. Under UV-light irradiation, the StPy undergoes isomerization, modulating its metal-ligand interactions and transforming the StPy-Ag assemblies from vesicles to micelles. Additionally, the addition of TBACl induces disassembly, forming silver chloride nanoparticles. This dual photo- and chemical-modulated system provides a simple strategy to create advanced supramolecular coordination complexes and smart materials.
{"title":"Dual-controlled metallosupramolecular assemblies of pyridyl stiff-stilbene with silver(I) ions","authors":"Jerry Chun-Kit Yau ,&nbsp;Franco King-Chi Leung","doi":"10.1016/j.jorganchem.2025.123596","DOIUrl":"10.1016/j.jorganchem.2025.123596","url":null,"abstract":"<div><div>Supramolecular assemblies, composed of molecular building blocks held together by reversible noncovalent interactions, offer a versatile toolbox to create well-defined architectures. Among these interactions, metal-ligand coordination is of particular interest for its directionality and controllability, enabling the construction of stimuli-responsive materials to external stimulations such as light, pH, chemicals and mechanical force. However, dual stimuli-controlled supramolecular assembly of silver(I) with pyridiyl ligand remain largely unexplored. Herein, we present the synthesis and behavior of a novel dipyridine-functionalized stiff-stilbene <strong>StPy</strong> in coordination with silver(I) ions, forming stimuli-responsive supramolecular assemblies. <strong>StPy</strong> exhibits good photochemical properties under UV-light in common organic solvents including DMSO, ACN, and THF. Upon mixing with AgBF<sub>4</sub>, <strong>StPy</strong> coordinates with Ag(I) in a 1:1 ratio and assembles into metallosupramolecular architectures, confirmed by UV–vis spectroscopy and Job's plot analysis. Under UV-light irradiation, the <strong>StPy</strong> undergoes isomerization, modulating its metal-ligand interactions and transforming the <strong>StPy-Ag</strong> assemblies from vesicles to micelles. Additionally, the addition of TBACl induces disassembly, forming silver chloride nanoparticles. This dual photo- and chemical-modulated system provides a simple strategy to create advanced supramolecular coordination complexes and smart materials.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1031 ","pages":"Article 123596"},"PeriodicalIF":2.1,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143563070","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}
引用次数: 0
Suzuki coupling reaction catalyzed by biosynthesized of gold nanoparticles in water under ultrasonic conditions and its application for treatment of bladder cancer
IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2025-03-01 DOI: 10.1016/j.jorganchem.2025.123597
Jie Liu , Liqing Guo
Recently, coupled bio-nanomaterials containing gold nanoparticles have attracted attention as a potentially useful platform for biological composites of the future. Accordingly, we reported a new anticancer agent (Au NPs@GG) supported by Au NPs under sonication energy. Many physicochemical techniques, including UV–Vis spectroscopy, FESEM, TEM, EDX, XRD, and ICP-OES, were used to thoroughly analyze the prepared desired nanocomposite. The material was catalytically explored in the Suzuki-Miyaura coupling for synthesis of different biaryl compounds under aqueous conditions. The catalyst, Au NPs@GG, resulted the related products in good yields at short reaction times. Furthermore, one of the widely utilized antioxidant techniques, DPPH, was employed to study the antioxidant potential of Au NPs@GG. The DPPH test findings demonstrated that Au NPs@GG had superior antioxidant qualities when compared to the controls. The antioxidant test revealed that Au NPs@GG had an IC50 of 135 µg/mL. The Au NPs@GG nanocomposite showed no cytotoxicity on the normal cell line, while its cell viability against bladder cancer (5637 and TCCSUP) cell lines was extremely low. The TCCSUP cell line exhibited the best anti-human bladder cancer characteristics of the nanocomposite when compared to the aforementioned cell lines. The nanocomposite may be used to treat various forms of bladder cancer in people, based on the results given above.
{"title":"Suzuki coupling reaction catalyzed by biosynthesized of gold nanoparticles in water under ultrasonic conditions and its application for treatment of bladder cancer","authors":"Jie Liu ,&nbsp;Liqing Guo","doi":"10.1016/j.jorganchem.2025.123597","DOIUrl":"10.1016/j.jorganchem.2025.123597","url":null,"abstract":"<div><div>Recently, coupled bio-nanomaterials containing gold nanoparticles have attracted attention as a potentially useful platform for biological composites of the future. Accordingly, we reported a new anticancer agent (Au NPs@GG) supported by Au NPs under sonication energy. Many physicochemical techniques, including UV–Vis spectroscopy, FESEM, TEM, EDX, XRD, and ICP-OES, were used to thoroughly analyze the prepared desired nanocomposite. The material was catalytically explored in the Suzuki-Miyaura coupling for synthesis of different biaryl compounds under aqueous conditions. The catalyst, Au NPs@GG, resulted the related products in good yields at short reaction times. Furthermore, one of the widely utilized antioxidant techniques, DPPH, was employed to study the antioxidant potential of Au NPs@GG. The DPPH test findings demonstrated that Au NPs@GG had superior antioxidant qualities when compared to the controls. The antioxidant test revealed that Au NPs@GG had an IC<sub>50</sub> of 135 µg/mL. The Au NPs@GG nanocomposite showed no cytotoxicity on the normal cell line, while its cell viability against bladder cancer (5637 and TCCSUP) cell lines was extremely low. The TCCSUP cell line exhibited the best anti-human bladder cancer characteristics of the nanocomposite when compared to the aforementioned cell lines. The nanocomposite may be used to treat various forms of bladder cancer in people, based on the results given above.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1031 ","pages":"Article 123597"},"PeriodicalIF":2.1,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143578406","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}
引用次数: 0
Exploration of a green synthesis route of ZIF-8 and testing of its dye adsorption performance
IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2025-03-01 DOI: 10.1016/j.jorganchem.2025.123591
Ke Yang , Sisi Cheng , Shijia Li, Kun Zhu, Ziqin Yao
The influencing factors of ZIF-8 synthesis were systematically investigated by the green synthesis method and the samples were also compared with ZIF-8 synthesized in other ways, and an optimal synthesis route was found by exploring the synthesis conditions. On this basis, the synthesis mechanism of ZIF-8 was analyzed. The research results show that the key influencing factors in the reaction process are the amount of NaOH and the pH value of the system. Different amounts of NaOH will produce different intermediates, and these intermediates further affect the pH value of the entire reaction system. The pH value of the system plays a decisive role in the deprotonation process of the ligand in the reaction, and this process is the key to whether the ZIF-8 structure can be formed. It is worth mentioning that the ZIF - 8 synthesized in this study demonstrates varying removal performances for different dyes under different conditions. Under specific conditions, it exhibits the maximum removal rate for Rhodamine B (RhB), reaching 99.97 %. This excellent removal performance is closely associated with the pore - structure characteristics of the synthesized material, which fully indicates that the ZIF - 8 synthesized through the green route has certain application potential and promising application prospects in related fields.
{"title":"Exploration of a green synthesis route of ZIF-8 and testing of its dye adsorption performance","authors":"Ke Yang ,&nbsp;Sisi Cheng ,&nbsp;Shijia Li,&nbsp;Kun Zhu,&nbsp;Ziqin Yao","doi":"10.1016/j.jorganchem.2025.123591","DOIUrl":"10.1016/j.jorganchem.2025.123591","url":null,"abstract":"<div><div>The influencing factors of ZIF-8 synthesis were systematically investigated by the green synthesis method and the samples were also compared with ZIF-8 synthesized in other ways, and an optimal synthesis route was found by exploring the synthesis conditions. On this basis, the synthesis mechanism of ZIF-8 was analyzed. The research results show that the key influencing factors in the reaction process are the amount of NaOH and the pH value of the system. Different amounts of NaOH will produce different intermediates, and these intermediates further affect the pH value of the entire reaction system. The pH value of the system plays a decisive role in the deprotonation process of the ligand in the reaction, and this process is the key to whether the ZIF-8 structure can be formed. It is worth mentioning that the ZIF - 8 synthesized in this study demonstrates varying removal performances for different dyes under different conditions. Under specific conditions, it exhibits the maximum removal rate for Rhodamine B (RhB), reaching 99.97 %. This excellent removal performance is closely associated with the pore - structure characteristics of the synthesized material, which fully indicates that the ZIF - 8 synthesized through the green route has certain application potential and promising application prospects in related fields.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1031 ","pages":"Article 123591"},"PeriodicalIF":2.1,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143578416","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}
引用次数: 0
2-Selenochromenes and their salts: Structure and reactivity
IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2025-02-27 DOI: 10.1016/j.jorganchem.2025.123590
Mohamed H. Helal , Hanan I. Althagbi , Nourah A. Al Zahrani , Rasha Jame , Moustafa A. Gouda
The fusion of benzene with 4H-selenopyran motifs yields three distinct structures: condensed 2H-selenochromene, 4H-selenochromene, and 1H-isoselenochromene. Notably, isoselenochromene features a selenium atom in the second position rather than the first, a configuration that, as far as current knowledge indicates, lacks specific published reports and has predominantly served as a foundational building block. The synthesis of 1H-isoselenochromenes and their analogues can be achieved through various chemical pathways, such as the Sonogashira coupling reaction, nucleophilic addition, organometallic reactions, metal substitution, and other established methods in organic synthesis.
{"title":"2-Selenochromenes and their salts: Structure and reactivity","authors":"Mohamed H. Helal ,&nbsp;Hanan I. Althagbi ,&nbsp;Nourah A. Al Zahrani ,&nbsp;Rasha Jame ,&nbsp;Moustafa A. Gouda","doi":"10.1016/j.jorganchem.2025.123590","DOIUrl":"10.1016/j.jorganchem.2025.123590","url":null,"abstract":"<div><div>The fusion of benzene with 4<em>H</em>-selenopyran motifs yields three distinct structures: condensed 2<em>H</em>-selenochromene, 4<em>H</em>-selenochromene, and 1<em>H</em>-isoselenochromene. Notably, isoselenochromene features a selenium atom in the second position rather than the first, a configuration that, as far as current knowledge indicates, lacks specific published reports and has predominantly served as a foundational building block. The synthesis of 1<em>H</em>-isoselenochromenes and their analogues can be achieved through various chemical pathways, such as the Sonogashira coupling reaction, nucleophilic addition, organometallic reactions, metal substitution, and other established methods in organic synthesis.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1031 ","pages":"Article 123590"},"PeriodicalIF":2.1,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143578316","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}
引用次数: 0
A review of using β-cyclodextrin-based catalysts for Sonogashira reactions
IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2025-02-25 DOI: 10.1016/j.jorganchem.2025.123592
Sara Payamifar , Majid Abdouss , Ahmad Poursattar Marjani
β-Cyclodextrins are the most considerable type of supramolecular, which are being vastly investigated for diverse uses owing to their outstanding features such as biodegradability, abundant, nontoxic, cheap, and excellent performance in organic conversions. Sonogashira cross-coupling reaction is the most well-known in the area of chemistry. Sonogashira reaction is a precious strategy for creating C–C bonds. They have been broadly employed in the preparation of multiple carbon molecules. The Sonogashira reaction is a well-known, efficient, and useful reaction widely employed in organic chemistry. They are used in multiple fields like organic synthesis, synthesis of heterocycles, pharmaceuticals, natural products, and nanomaterials. This coupling reaction is a renowned procedure for sp2-carbon-sp-carbon bond construction in organic synthesis. This review intends to summarize the usage of β-cyclodextrin-based catalyst systems in carbon-carbon coupling Sonogashira reactions and overview articles up to 2025. We hope the chemistry of β-cyclodextrin and its uses for green organic conversions debated in the current review will inspire new thinking and open new doors in this area.
{"title":"A review of using β-cyclodextrin-based catalysts for Sonogashira reactions","authors":"Sara Payamifar ,&nbsp;Majid Abdouss ,&nbsp;Ahmad Poursattar Marjani","doi":"10.1016/j.jorganchem.2025.123592","DOIUrl":"10.1016/j.jorganchem.2025.123592","url":null,"abstract":"<div><div>β-Cyclodextrins are the most considerable type of supramolecular, which are being vastly investigated for diverse uses owing to their outstanding features such as biodegradability, abundant, nontoxic, cheap, and excellent performance in organic conversions. Sonogashira cross-coupling reaction is the most well-known in the area of chemistry. Sonogashira reaction is a precious strategy for creating C–C bonds. They have been broadly employed in the preparation of multiple carbon molecules. The Sonogashira reaction is a well-known, efficient, and useful reaction widely employed in organic chemistry. They are used in multiple fields like organic synthesis, synthesis of heterocycles, pharmaceuticals, natural products, and nanomaterials. This coupling reaction is a renowned procedure for sp<sup>2</sup>-carbon-sp-carbon bond construction in organic synthesis. This review intends to summarize the usage of β-cyclodextrin-based catalyst systems in carbon-carbon coupling Sonogashira reactions and overview articles up to 2025. We hope the chemistry of β-cyclodextrin and its uses for green organic conversions debated in the current review will inspire new thinking and open new doors in this area.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1031 ","pages":"Article 123592"},"PeriodicalIF":2.1,"publicationDate":"2025-02-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143519923","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}
引用次数: 0
Synthesis, characterization and reactions of the Vinylbis(trimethylsilyl)silyl anion
IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2025-02-24 DOI: 10.1016/j.jorganchem.2025.123589
Eva M. Gulotty , Gregory D. Kortman , Nicole E. Proctor , Richard J. Staples , Shannon M. Biros , Matthias Bremer , William R. Winchester
The delocalization of electrons across a vinylbis(trimethylsilyl)silyl anion has been studied with both lithium and potassium as counterions. The reaction of vinyl tris(trimethylsilyl)silane with potassium tert-butoxide forms the potassium salt while reaction with methyllithium produces the lithium salt, both by nucleophilic displacement of a trimethylsilyl group. The anion formed has been studied by 1H, 13C and 29Si NMR spectroscopy. A crystal structure of the 12-crown-4 complex of the lithium salt of the vinylbis(trimethylsilyl)silyl anion has been obtained. Reactions of the anion with acetic acid, Ph3SiCl, Ph2MeSiCl, PhCH2Cl and BrCH2CH2Br have been studied and the crystal structure of the product from reaction with Ph3SiCl is reported. Finally, we have studied the anion delocalization for these species using density functional theory and report the calculated rotational barrier for the vinyl silicon bond.
{"title":"Synthesis, characterization and reactions of the Vinylbis(trimethylsilyl)silyl anion","authors":"Eva M. Gulotty ,&nbsp;Gregory D. Kortman ,&nbsp;Nicole E. Proctor ,&nbsp;Richard J. Staples ,&nbsp;Shannon M. Biros ,&nbsp;Matthias Bremer ,&nbsp;William R. Winchester","doi":"10.1016/j.jorganchem.2025.123589","DOIUrl":"10.1016/j.jorganchem.2025.123589","url":null,"abstract":"<div><div>The delocalization of electrons across a vinylbis(trimethylsilyl)silyl anion has been studied with both lithium and potassium as counterions. The reaction of vinyl tris(trimethylsilyl)silane with potassium <em>tert</em>-butoxide forms the potassium salt while reaction with methyllithium produces the lithium salt, both by nucleophilic displacement of a trimethylsilyl group. The anion formed has been studied by <sup>1</sup>H, <sup>13</sup>C and <sup>29</sup>Si NMR spectroscopy. A crystal structure of the 12-crown-4 complex of the lithium salt of the vinylbis(trimethylsilyl)silyl anion has been obtained. Reactions of the anion with acetic acid, Ph<sub>3</sub>SiCl, Ph<sub>2</sub>MeSiCl, PhCH<sub>2</sub>Cl and BrCH<sub>2</sub>CH<sub>2</sub>Br have been studied and the crystal structure of the product from reaction with Ph<sub>3</sub>SiCl is reported. Finally, we have studied the anion delocalization for these species using density functional theory and report the calculated rotational barrier for the vinyl silicon bond.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1031 ","pages":"Article 123589"},"PeriodicalIF":2.1,"publicationDate":"2025-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143548192","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}
引用次数: 0
Hypervalent iodine salt as an aryne synthon: An easy access to a tandem synthesis of 9-aryldihydrophenanthrenes with styrenes
IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2025-02-23 DOI: 10.1016/j.jorganchem.2025.123576
Satyanarayana Battula , Mahesh K. Zilla , Jigar Y. Soni
Here, we report an efficient and simple application of hyper valent iodine-based benzyne precursor, phenyl(mesityl)iodonium tosylate salt in the facile and metal free synthesis of 9-aryldihydrophenanthrenes, wherein the base induced ortho CH deprotonation of the iodonium salt followed by elimination of leaving group (LG) generates benzyne intermediate, and that react with diverse styrenes at ambient temperatures in situ by a tandem protocol to achieve substituted 9,10-dihydrophenanthrines with moderate to appreciable yields.
{"title":"Hypervalent iodine salt as an aryne synthon: An easy access to a tandem synthesis of 9-aryldihydrophenanthrenes with styrenes","authors":"Satyanarayana Battula ,&nbsp;Mahesh K. Zilla ,&nbsp;Jigar Y. Soni","doi":"10.1016/j.jorganchem.2025.123576","DOIUrl":"10.1016/j.jorganchem.2025.123576","url":null,"abstract":"<div><div>Here, we report an efficient and simple application of hyper valent iodine-based benzyne precursor, phenyl(mesityl)iodonium tosylate salt in the facile and metal free synthesis of 9-aryldihydrophenanthrenes, wherein the base induced ortho C<img>H deprotonation of the iodonium salt followed by elimination of leaving group (LG) generates benzyne intermediate, and that react with diverse styrenes at ambient temperatures in situ by a tandem protocol to achieve substituted 9,10-dihydrophenanthrines with moderate to appreciable yields.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1031 ","pages":"Article 123576"},"PeriodicalIF":2.1,"publicationDate":"2025-02-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143509455","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}
引用次数: 0
Highly regioselective anti-Markovnikov hydrosilylation of alkenes under mild conditions: Application of CCC-NHC pincer Rh complexes
IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2025-02-21 DOI: 10.1016/j.jorganchem.2025.123579
Enock D. Amoateng, Evans Fosu, T. Keith Hollis
A highly selective hydrosilylation of alkenes at room temperature, catalyzed by well-defined CCC–NHC pincer Rh complexes, [(BuCiCiCBu)RhCl2Py] (1), [(BuCiCiCBu)RhCl2(NHMe2)] (2), [(BuCiCiCBu)RhCl(µ-Cl)2Rh(COD)] (3), and [(BuCiCiCBu)RhCl(µ-Cl)]2 (4), (BuCiCiCBu = 2-(1,3-bis(N-butylimidazol-2-ylidene)phenylene) has been achieved. The catalytic system exhibits excellent regioselectivity, affording anti-Markovnikov products in moderate to excellent conversions (48–100 %). Precatalyst [(BuCiCiCBu)RhCl(µ-Cl)2Rh(COD)] (3) demonstrated the highest efficiency in promoting the anti-Markovnikov hydrosilylation of both aryl and alkyl alkenes with excellent selectivity (>99 %) when Et3SiH is used as silane source in acetonitrile. Notably, the system tolerates straight chain alkyl alkenes without inducing isomerization, a commonly encountered limitation with many hydrosilylation catalytic systems.
{"title":"Highly regioselective anti-Markovnikov hydrosilylation of alkenes under mild conditions: Application of CCC-NHC pincer Rh complexes","authors":"Enock D. Amoateng,&nbsp;Evans Fosu,&nbsp;T. Keith Hollis","doi":"10.1016/j.jorganchem.2025.123579","DOIUrl":"10.1016/j.jorganchem.2025.123579","url":null,"abstract":"<div><div>A highly selective hydrosilylation of alkenes at room temperature, catalyzed by well-defined CCC–NHC pincer Rh complexes, [(<sup>Bu</sup>C<sup>i</sup>C<sup>i</sup>C<sup>Bu</sup>)RhCl<sub>2</sub>Py] (<strong>1</strong>), [(<sup>Bu</sup>C<sup>i</sup>C<sup>i</sup>C<sup>Bu</sup>)RhCl<sub>2</sub>(NHMe<sub>2</sub>)] (<strong>2</strong>), [(<sup>Bu</sup>C<sup>i</sup>C<sup>i</sup>C<sup>Bu</sup>)RhCl(µ-Cl)<sub>2</sub>Rh(COD)] (<strong>3</strong>), and [(<sup>Bu</sup>C<sup>i</sup>C<sup>i</sup>C<sup>Bu</sup>)RhCl(µ-Cl)]<sub>2</sub> (<strong>4</strong>), (<sup>Bu</sup>C<sup>i</sup>C<sup>i</sup>C<sup>Bu</sup> = 2-(1,3-bis(N-butylimidazol-2-ylidene)phenylene) has been achieved. The catalytic system exhibits excellent regioselectivity, affording anti-Markovnikov products in moderate to excellent conversions (48–100 %). Precatalyst [(<sup>Bu</sup>C<sup>i</sup>C<sup>i</sup>C<sup>Bu</sup>)RhCl(µ-Cl)<sub>2</sub>Rh(COD)] (<strong>3</strong>) demonstrated the highest efficiency in promoting the anti-Markovnikov hydrosilylation of both aryl and alkyl alkenes with excellent selectivity (&gt;99 %) when Et<sub>3</sub>SiH is used as silane source in acetonitrile. Notably, the system tolerates straight chain alkyl alkenes without inducing isomerization, a commonly encountered limitation with many hydrosilylation catalytic systems.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1031 ","pages":"Article 123579"},"PeriodicalIF":2.1,"publicationDate":"2025-02-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143519921","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}
引用次数: 0
Optimized hummer's method for graphene oxide: Structural properties and electrochemical applications
IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2025-02-20 DOI: 10.1016/j.jorganchem.2025.123577
Saraswathi M Vanumamalai , Sabarinathan Venkatachalam , Nagarajan Srinivasan , Gnanaprakasam Dhinakar
Herein, we intend to develop the facile and scalable synthesis of graphene oxide (GO) using an improved Hummer's method by optimizing the temperatures at 55 °C (GO-1) and 40°C (GO-2) without using a reducing agent. The structural and morphology of the exfoliated graphene oxide were characterized using XRD, FTIR, RAMAN, SEM with EDAX, and TEM. The structural and morphological investigation indicates that GO-1 exhibits significantly fewer surface defects on the graphene oxide basal plane than GO-2. Moreover, the temperature of 55 °C, produces very few GO layers while achieving a significantly high yield, thereby boosting scalability. The electrochemical performance of GO-1 and GO-2 was performed in KOH electrolyte using three electrode configurations. GO-1 achieves a specific capacitance of approximately 134 F/g higher than GO-2 due to the impregnation of electrolytic ions inside the exfoliated structure. This work will give new insight into developing the prototype to control time consumption for the production of a few layers of GO with a minimal surface defect during the exfoliation process.
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引用次数: 0
Synthesis, characterization, luminescence and catalytic properties of heterobimetallic quinoline based Cu(I)/Fe(II) hybrid complexes
IF 2.1 3区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Pub Date : 2025-02-19 DOI: 10.1016/j.jorganchem.2025.123574
Ganesh M. Kumbhar, Ashwini S. Patil, Sanjay S. Chavan
A series of Cu(I)/Fe(II) hybrid complexes with the formula [Cu(Fc-CHNC9H6N)(PPh3)2]X (2–5) and [Cu(Fc-CHNC9H6N)(dppe)]X(6–9) [where Fc=Ferrocene, PPh3 = triphenylphosphine, dppe = 1,2-bis(diphenylphosphino)ethane, and X = NO3-, ClO4-, BF4-, and PF6-] have been prepared and characterized on the basis of elemental analyses, IR, UV–visible, 1H NMR,13P NMR and Mass spectral studies. Thermal stability of 2–5 and 6–9 has been investigated by using thermogravimetric analysis (TGA). Cyclic voltammetry of the all complexes revealed quasireversible redox behavior for the Cu(I)/Cu(II) and Fe(II)/Fe(III) pairs and it is sensitive to phosphine ligand. Red shifted emission in all complexes attributed to ligand-ligand charge transfer (LLCT), metal-ligand charge transfer (MLCT), or both and vary markedly with size of the counter anion and nature of phosphine ligand. All the complexes were tested for catalytic activity and it reveals that complexes with dppe ancillary ligand shows greater activity for the CC coupling of phenylacetylene with aryl iodides as compared to PPh3 ligand. Additionally, the counter ions significantly affected the yield of the coupling product.
{"title":"Synthesis, characterization, luminescence and catalytic properties of heterobimetallic quinoline based Cu(I)/Fe(II) hybrid complexes","authors":"Ganesh M. Kumbhar,&nbsp;Ashwini S. Patil,&nbsp;Sanjay S. Chavan","doi":"10.1016/j.jorganchem.2025.123574","DOIUrl":"10.1016/j.jorganchem.2025.123574","url":null,"abstract":"<div><div>A series of Cu(I)/Fe(II) hybrid complexes with the formula [Cu(Fc-CH<img>NC<sub>9</sub>H<sub>6</sub>N)(PPh<sub>3</sub>)<sub>2</sub>]X <strong>(2–5)</strong> and [Cu(Fc-CH<img>NC<sub>9</sub>H<sub>6</sub>N)(dppe)]X<strong>(6–9)</strong> [where Fc=Ferrocene, PPh<sub>3</sub> = triphenylphosphine, dppe = 1,2-bis(diphenylphosphino)ethane, and <em>X</em> = NO<sub>3</sub><sup>-</sup>, ClO<sub>4</sub><sup>-</sup>, BF<sub>4</sub><sup>-</sup>, and PF<sub>6</sub><sup>-</sup>] have been prepared and characterized on the basis of elemental analyses, IR, UV–visible, <sup>1</sup>H NMR,<sup>13</sup>P NMR and Mass spectral studies. Thermal stability of <strong>2–5</strong> and <strong>6–9</strong> has been investigated by using thermogravimetric analysis (TGA). Cyclic voltammetry of the all complexes revealed quasireversible redox behavior for the Cu(I)/Cu(II) and Fe(II)/Fe(III) pairs and it is sensitive to phosphine ligand. Red shifted emission in all complexes attributed to ligand-ligand charge transfer (LLCT), metal-ligand charge transfer (MLCT), or both and vary markedly with size of the counter anion and nature of phosphine ligand. All the complexes were tested for catalytic activity and it reveals that complexes with dppe ancillary ligand shows greater activity for the C<img>C coupling of phenylacetylene with aryl iodides as compared to PPh<sub>3</sub> ligand. Additionally, the counter ions significantly affected the yield of the coupling product.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1031 ","pages":"Article 123574"},"PeriodicalIF":2.1,"publicationDate":"2025-02-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143519922","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}
引用次数: 0
期刊
Journal of Organometallic Chemistry
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