Pub Date : 2023-11-02eCollection Date: 2024-01-01DOI: 10.55730/1300-0527.3638
Ayşegül Gençer, Burcu Uysal Karataş, Önder Topel, Nadir Kiraz
The magnetic mesoporous silica material, Mag-MCM-41, was synthesized by coating magnetite (Fe3O4) nanoparticles with a mesoporous material called MCM-41. Mag-MCM-41 and modified nanomaterials Mag-MCM-41-NN and Mag-MCM-41-NN-Fe+3 which were modified with aminopropyl functional groups. In water and wastewater, phosphate anions are considered significant contaminants due to their detrimental impact on the environment. They promote the growth of algae, leading to eutrophication. The purpose of this study is to investigate the removal of phosphate anions from aqueous solutions using modified magnetic silica particles. The Mag-MCM-41 material exhibits hexagonal properties and belongs to the class of "mesoporous" materials. It has a surface area of 923 m2.g-1, which was determined through N2 adsorption-desorption isotherms, FTIR, TEM, BET, and SAXS analysis. Kinetic and adsorption isotherm studies were conducted using Mag-MCM-41, Mag-MCM-41-NN, and Mag-MCM-41-NN-Fe+3 adsorbents to examine the behavior of phosphate anions. The kinetic and adsorption isotherm studies of phosphate anions revealed that the adsorption process on Mag-MCM-41, Mag-MCM-41-NN, and Mag-MCM-41-NN-Fe+3 adsorbents followed the chemical adsorption mechanism. Phosphate adsorption on all adsorbents occurred in a monolayer, and the MCM-41-NN-Fe+3 adsorbent exhibited the highest maximum adsorption capacity (qm) value of 112.87 mg.g-1 compared to the other adsorbents.
{"title":"Synthesis and characterization of surface-modified magnetic mesoporous silicate materials for phosphate adsorption.","authors":"Ayşegül Gençer, Burcu Uysal Karataş, Önder Topel, Nadir Kiraz","doi":"10.55730/1300-0527.3638","DOIUrl":"10.55730/1300-0527.3638","url":null,"abstract":"<p><p>The magnetic mesoporous silica material, Mag-MCM-41, was synthesized by coating magnetite (Fe<sub>3</sub>O<sub>4</sub>) nanoparticles with a mesoporous material called MCM-41. Mag-MCM-41 and modified nanomaterials Mag-MCM-41-NN and Mag-MCM-41-NN-Fe<sup>+3</sup> which were modified with aminopropyl functional groups. In water and wastewater, phosphate anions are considered significant contaminants due to their detrimental impact on the environment. They promote the growth of algae, leading to eutrophication. The purpose of this study is to investigate the removal of phosphate anions from aqueous solutions using modified magnetic silica particles. The Mag-MCM-41 material exhibits hexagonal properties and belongs to the class of \"mesoporous\" materials. It has a surface area of 923 m<sup>2</sup>.g<sup>-1</sup>, which was determined through N<sub>2</sub> adsorption-desorption isotherms, FTIR, TEM, BET, and SAXS analysis. Kinetic and adsorption isotherm studies were conducted using Mag-MCM-41, Mag-MCM-41-NN, and Mag-MCM-41-NN-Fe<sup>+3</sup> adsorbents to examine the behavior of phosphate anions. The kinetic and adsorption isotherm studies of phosphate anions revealed that the adsorption process on Mag-MCM-41, Mag-MCM-41-NN, and Mag-MCM-41-NN-Fe<sup>+3</sup> adsorbents followed the chemical adsorption mechanism. Phosphate adsorption on all adsorbents occurred in a monolayer, and the MCM-41-NN-Fe<sup>+3</sup> adsorbent exhibited the highest maximum adsorption capacity (qm) value of 112.87 mg.g<sup>-1</sup> compared to the other adsorbents.</p>","PeriodicalId":23367,"journal":{"name":"Turkish Journal of Chemistry","volume":"48 1","pages":"50-64"},"PeriodicalIF":1.4,"publicationDate":"2023-11-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10965177/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140307086","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-11-02eCollection Date: 2024-01-01DOI: 10.55730/1300-0527.3650
Musa Kiran, Yavuz Yardim
This study presents an electroanalytical approach to measure the catechol-O-methyltransferase (COMT) inhibitor tolcapone (TOL) using a boron-doped diamond (BDD) electrode. The application of cyclic voltammetry (CV) technique revealed that TOL exhibited a distinct, diffusion-controlled, irreversible anodic peak at a potential of approximately +0.71 V (vs. Ag/AgCl) in a 0.1 mol L-1 phosphate buffer solution (PBS) with a pH of 2.5. The oxidation of TOL is highly dependent on the pH and supporting electrolytes. Based on the data obtained from the pH investigation, a proposed mechanism for the electro-oxidation of TOL is suggested. Using the square wave voltammetry (SWV) technique, a satisfactory linear relationship was observed at approximately +0.66 V in a 0.1 mol L-1 PBS with a pH of 2.5. The presented method exhibited linearity within the concentration range between 1.0-50.0 μg mL-1 (3.7 × 10-6-1.8 × 10-4 mol L-1), with a limit of detection (LOD) of 0.29 μg mL-1 (1.1 × 10-6 mol L-1). The BDD electrode demonstrated good selectivity against inorganic ions and filler materials interference. Finally, the suitability of the developed approach was assessed by measuring TOL in tablet formulations, resulting in favorable recoveries ranging from 103.4% to 106.2%.
{"title":"Voltammetric measurement of catechol-O-methyltransferase inhibitor tolcapone in the pharmaceutical form on the boron-doped diamond electrode.","authors":"Musa Kiran, Yavuz Yardim","doi":"10.55730/1300-0527.3650","DOIUrl":"10.55730/1300-0527.3650","url":null,"abstract":"<p><p>This study presents an electroanalytical approach to measure the catechol-O-methyltransferase (COMT) inhibitor tolcapone (TOL) using a boron-doped diamond (BDD) electrode. The application of cyclic voltammetry (CV) technique revealed that TOL exhibited a distinct, diffusion-controlled, irreversible anodic peak at a potential of approximately +0.71 V (vs. Ag/AgCl) in a 0.1 mol L<sup>-1</sup> phosphate buffer solution (PBS) with a pH of 2.5. The oxidation of TOL is highly dependent on the pH and supporting electrolytes. Based on the data obtained from the pH investigation, a proposed mechanism for the electro-oxidation of TOL is suggested. Using the square wave voltammetry (SWV) technique, a satisfactory linear relationship was observed at approximately +0.66 V in a 0.1 mol L<sup>-1</sup> PBS with a pH of 2.5. The presented method exhibited linearity within the concentration range between 1.0-50.0 μg mL<sup>-1</sup> (3.7 × 10<sup>-6</sup>-1.8 × 10<sup>-4</sup> mol L<sup>-1</sup>), with a limit of detection (LOD) of 0.29 μg mL<sup>-1</sup> (1.1 × 10<sup>-6</sup> mol L<sup>-1</sup>). The BDD electrode demonstrated good selectivity against inorganic ions and filler materials interference. Finally, the suitability of the developed approach was assessed by measuring TOL in tablet formulations, resulting in favorable recoveries ranging from 103.4% to 106.2%.</p>","PeriodicalId":23367,"journal":{"name":"Turkish Journal of Chemistry","volume":"48 1","pages":"184-194"},"PeriodicalIF":1.4,"publicationDate":"2023-11-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10965188/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140307088","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Cryogelation is a powerful technique for producing macroporous hydrogels called cryogels. Although cryogelation reactions and cryogels were discovered more than 70 years ago, they attracted significant interest only in the last 20 years mainly due to their extraordinary properties compared to the classical hydrogels such as a high toughness, almost complete squeezability, a mechanically stable porous structure with honeycomb arrangement, poroelasticity, and fast responsivity against external stimuli. In this mini review, general properties of cryogelation systems including the cryoconcentration phenomenon responsible for the unique properties of the cryogels are discussed. The squeezability and poroelasticity of cryogels comparable to those seen with articular cartilage are also discussed. Cryogelation reactions conducted within the pores of preformed cryogels and some novel cryogels with attractive properties are then discussed in the last section.
{"title":"Cryogelation reactions and cryogels: principles and challenges","authors":"OĞUZ OKAY","doi":"10.55730/1300-0527.3586","DOIUrl":"https://doi.org/10.55730/1300-0527.3586","url":null,"abstract":"Cryogelation is a powerful technique for producing macroporous hydrogels called cryogels. Although cryogelation reactions and cryogels were discovered more than 70 years ago, they attracted significant interest only in the last 20 years mainly due to their extraordinary properties compared to the classical hydrogels such as a high toughness, almost complete squeezability, a mechanically stable porous structure with honeycomb arrangement, poroelasticity, and fast responsivity against external stimuli. In this mini review, general properties of cryogelation systems including the cryoconcentration phenomenon responsible for the unique properties of the cryogels are discussed. The squeezability and poroelasticity of cryogels comparable to those seen with articular cartilage are also discussed. Cryogelation reactions conducted within the pores of preformed cryogels and some novel cryogels with attractive properties are then discussed in the last section.","PeriodicalId":23367,"journal":{"name":"Turkish Journal of Chemistry","volume":"72 6","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135930897","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}
Metal-organic frameworks (MOFs) are an exciting new class of porous materials with great potential for photocatalytic applications in the environmental and energy sectors. MOFs provide significant advantages over more traditional materials when used as photocatalysts due to their high surface area, adaptable topologies, and functional ability. In this article, we summarize current developments in the use of MOFs as photocatalysts for a variety of applications, such as CO2 reduction, water splitting, pollutant degradation, and hydrogen production. We discuss the fundamental properties of MOFs that make them ideal for photocatalytic applications, as well as strategies for improving their performance. The opportunities and challenges presented by this rapidly expanding field are also highlighted.
{"title":"Metal-organic frameworks as photocatalysts in energetic and environmental applications","authors":"ELİF ÖZCAN, ZELİHA MERMER, YUNUS ZORLU","doi":"10.55730/1300-0527.3592","DOIUrl":"https://doi.org/10.55730/1300-0527.3592","url":null,"abstract":"Metal-organic frameworks (MOFs) are an exciting new class of porous materials with great potential for photocatalytic applications in the environmental and energy sectors. MOFs provide significant advantages over more traditional materials when used as photocatalysts due to their high surface area, adaptable topologies, and functional ability. In this article, we summarize current developments in the use of MOFs as photocatalysts for a variety of applications, such as CO2 reduction, water splitting, pollutant degradation, and hydrogen production. We discuss the fundamental properties of MOFs that make them ideal for photocatalytic applications, as well as strategies for improving their performance. The opportunities and challenges presented by this rapidly expanding field are also highlighted.","PeriodicalId":23367,"journal":{"name":"Turkish Journal of Chemistry","volume":"63 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135930900","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}
A new water-soluble template of double-bridged naphthalene diimide appended cyclotriphosphazene was prepared, and its photophysical and sensor behaviors were evaluated. The characterization of novel double-bridged naphthalene diimide appended cyclotriphosphazene (6) was carried out by NMR (1 H, 13C, 31P) and mass spectroscopies. The photophysical behaviors of compound 6 were evaluated by UV-Vis absorption and fluorescence spectroscopies in various solvent systems and different concentrations. As an application for usability of the obtained water-soluble template in different applications, the fluorescence sensor property of compound 6 was investigated in the presence of many different competing species (organic acids, saccharides, nitroaromatic compounds, anions, and metal cations). The results obtained showed that compound 6 had selectivity against only the nitroaromatic species among the competing species tested.
{"title":"Synthesis, characterization, and photophysical and fluorescence sensor behaviors of a new water-soluble double-bridged naphthalene diimide appended cyclotriphosphazene","authors":"SÜREYYA OĞUZ TÜMAY, SERKAN YEŞİLOT","doi":"10.55730/1300-0527.3613","DOIUrl":"https://doi.org/10.55730/1300-0527.3613","url":null,"abstract":"A new water-soluble template of double-bridged naphthalene diimide appended cyclotriphosphazene was prepared, and its photophysical and sensor behaviors were evaluated. The characterization of novel double-bridged naphthalene diimide appended cyclotriphosphazene (6) was carried out by NMR (1 H, 13C, 31P) and mass spectroscopies. The photophysical behaviors of compound 6 were evaluated by UV-Vis absorption and fluorescence spectroscopies in various solvent systems and different concentrations. As an application for usability of the obtained water-soluble template in different applications, the fluorescence sensor property of compound 6 was investigated in the presence of many different competing species (organic acids, saccharides, nitroaromatic compounds, anions, and metal cations). The results obtained showed that compound 6 had selectivity against only the nitroaromatic species among the competing species tested.","PeriodicalId":23367,"journal":{"name":"Turkish Journal of Chemistry","volume":"72 5","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135930901","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}
MUKADDES ÖZÇEŞMECİ, CEREN CAN KARANLIK, ALİ ERDOĞMUŞ, ESİN HAMURYUDAN
The term sonophotodynamic therapy (SPDT) refers to a combination of sonodynamic therapy (SDT) and photodynamic therapy (PDT), in which the efficacy of the treatment is boosted by utilizing the proper amount of a sensitizer that is responsive to both light and ultrasound. Although it has been proven in photophysicochemical studies that SPDT enhances singlet oxygen production, related studies in the literature are very limited. Considering this situation, this study aims to investigate the efficacy of synthesized phthalocyanines in terms of PDT and SPDT. The singlet oxygen quantum values calculated as 0.13 for 5, 0.44 for 6, and 0.61 for 7 in photochemical (PDT) application increased to 0.18, 0.86, and 0.92, respectively, with sonophotochemical (SPDT) application. According to the results, singlet oxygen production was more efficient with SPDT. This work will add to the body of knowledge on employing the SPDT approach to increase singlet oxygen generation
{"title":"Comparatively sonophotochemical and photochemical studies of phthalocyanines with cationic substituents on nonperipheral positions","authors":"MUKADDES ÖZÇEŞMECİ, CEREN CAN KARANLIK, ALİ ERDOĞMUŞ, ESİN HAMURYUDAN","doi":"10.55730/1300-0527.3602","DOIUrl":"https://doi.org/10.55730/1300-0527.3602","url":null,"abstract":"The term sonophotodynamic therapy (SPDT) refers to a combination of sonodynamic therapy (SDT) and photodynamic therapy (PDT), in which the efficacy of the treatment is boosted by utilizing the proper amount of a sensitizer that is responsive to both light and ultrasound. Although it has been proven in photophysicochemical studies that SPDT enhances singlet oxygen production, related studies in the literature are very limited. Considering this situation, this study aims to investigate the efficacy of synthesized phthalocyanines in terms of PDT and SPDT. The singlet oxygen quantum values calculated as 0.13 for 5, 0.44 for 6, and 0.61 for 7 in photochemical (PDT) application increased to 0.18, 0.86, and 0.92, respectively, with sonophotochemical (SPDT) application. According to the results, singlet oxygen production was more efficient with SPDT. This work will add to the body of knowledge on employing the SPDT approach to increase singlet oxygen generation","PeriodicalId":23367,"journal":{"name":"Turkish Journal of Chemistry","volume":"25 14","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135930904","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}
NESLİHAN ÇELEBİOĞLU, ÖZLEM ÖZDEMİR TOZLU, HASAN TÜRKEZ, HASAN SEÇEN
Twelve compounds with a 1,5-diaryl-1-penten-3-one structure were synthesized and their cytotoxic activities were evaluated. The 1,5-diaryl-1-penten-3-one compounds were obtained via in situ enaminations of 4-phenyl-2-butanone and 4-(4-hydroxyphenyl)-2- butanone in the presence of pyrrolidine-AcOH, followed by condensation with six different benzaldehydes. The synthesized compounds were tested for their cytotoxic activity against human glioblastoma (U87-MG), breast (MCF-7), and prostate (PC-3) cancer cell lines. Some of the novel compounds exhibited remarkable cytotoxic action, especially against MCF-7 cancer cells.
{"title":"Synthesis of alnustone-like diarylpentanoids via a 4 + 1 strategy and assessment of their potential anticancer activity","authors":"NESLİHAN ÇELEBİOĞLU, ÖZLEM ÖZDEMİR TOZLU, HASAN TÜRKEZ, HASAN SEÇEN","doi":"10.55730/1300-0527.3609","DOIUrl":"https://doi.org/10.55730/1300-0527.3609","url":null,"abstract":"Twelve compounds with a 1,5-diaryl-1-penten-3-one structure were synthesized and their cytotoxic activities were evaluated. The 1,5-diaryl-1-penten-3-one compounds were obtained via in situ enaminations of 4-phenyl-2-butanone and 4-(4-hydroxyphenyl)-2- butanone in the presence of pyrrolidine-AcOH, followed by condensation with six different benzaldehydes. The synthesized compounds were tested for their cytotoxic activity against human glioblastoma (U87-MG), breast (MCF-7), and prostate (PC-3) cancer cell lines. Some of the novel compounds exhibited remarkable cytotoxic action, especially against MCF-7 cancer cells.","PeriodicalId":23367,"journal":{"name":"Turkish Journal of Chemistry","volume":"42 ","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135931732","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}
Photoelectrochemical hydrogen production is a critical key to solving the carbon-zero goal of countries due to renewable sources of solar light and combustion products of hydrogen-only water. Here, an architecture design for an n-type nano rosettes-rod TiO2 (RT) surface using CdS and Co-doped CdS quantum dots (QDs) is carried out utilizing the SILAR (simple ionic layer adsorption and reaction) method. Furthermore, the photocatalytic behaviour of Co-doped CdS QDs SILAR cycles deposition is investigated in various cycles, including 5, 8, 10, and 12. The FESEM, Raman XRD, Uv-Vis spectrometer, and vibration modes are used to evaluate the photoelectrode surface structure, crystal structure, and solar light absorption, respectively. FESEM images and XRD pattern revealed successive CdS QDS and Co-doped CdS QDs deposition on the RT boundary and rising SILAR cycles of Co-doped CdS QDs lead to further coverage of RT surface. UV-vis spectrometer indicated shifting solar light absorption to the visible region by applying more SILAR cycles of Co-doped CdS QDs deposition. The electrochemical parameters obtained from EIS showed total polarization resistance (Rp ) of the RT electrode dramatically decreased with 10 SILAR cycle Co-doped CdS QDs deposition (5093 Ω cm2 and 617 Ω cm2 ). Linear sweep voltammetry (LSV) and chronoamperometric photocatalytic performance measurements indicated Co-doped CdS QDs on RT extremely enhanced photoresponse under solar irradiation and 10 SILAR cycle Co-doped CdS QDs improved photocurrent density about fourfold according to blank RT electrode.
{"title":"Architecture design of TiO2 with Co-doped CdS quantum dots photoelectrode for water splitting","authors":"FATİH TEZCAN, ABRAR AHMAD, GÜLFEZA KARDAŞ","doi":"10.55730/1300-0527.3604","DOIUrl":"https://doi.org/10.55730/1300-0527.3604","url":null,"abstract":"Photoelectrochemical hydrogen production is a critical key to solving the carbon-zero goal of countries due to renewable sources of solar light and combustion products of hydrogen-only water. Here, an architecture design for an n-type nano rosettes-rod TiO2 (RT) surface using CdS and Co-doped CdS quantum dots (QDs) is carried out utilizing the SILAR (simple ionic layer adsorption and reaction) method. Furthermore, the photocatalytic behaviour of Co-doped CdS QDs SILAR cycles deposition is investigated in various cycles, including 5, 8, 10, and 12. The FESEM, Raman XRD, Uv-Vis spectrometer, and vibration modes are used to evaluate the photoelectrode surface structure, crystal structure, and solar light absorption, respectively. FESEM images and XRD pattern revealed successive CdS QDS and Co-doped CdS QDs deposition on the RT boundary and rising SILAR cycles of Co-doped CdS QDs lead to further coverage of RT surface. UV-vis spectrometer indicated shifting solar light absorption to the visible region by applying more SILAR cycles of Co-doped CdS QDs deposition. The electrochemical parameters obtained from EIS showed total polarization resistance (Rp ) of the RT electrode dramatically decreased with 10 SILAR cycle Co-doped CdS QDs deposition (5093 Ω cm2 and 617 Ω cm2 ). Linear sweep voltammetry (LSV) and chronoamperometric photocatalytic performance measurements indicated Co-doped CdS QDs on RT extremely enhanced photoresponse under solar irradiation and 10 SILAR cycle Co-doped CdS QDs improved photocurrent density about fourfold according to blank RT electrode.","PeriodicalId":23367,"journal":{"name":"Turkish Journal of Chemistry","volume":"72 3","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135930911","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}
A low temperature hydrogen borrowing approach to generate secondary amines using benzimidazole-based N-heterocyclic carbene (BNHC) ruthenium complexes is reported. A series of the piano-stool complexes of the type [(η6 -p-cymene)(BNHC)RuCl2 ] (1a-g) were synthesized via one-pot reaction of the NHC salt precursor, Ag2 O, and [RuCl2 (p-cymene)]2 and characterized using conventional spectroscopic techniques. The geometry of two precursors, [(η6 -p-cymene)(Me4BnMe2 BNHCCH2OxMe)RuCl2 ] (1f) and [(η6 -p-cymene)(Me5BnMe2 BNHCCH2OxMe)RuCl2 ] (1g), was studied by single crystal X-ray diffraction. These catalysts were found to dehydrogenate alcohols efficiently at temperatures as low as 50 °C to allow Schiff-base condensation and subsequent imine hydrogenation to afford secondary amines. Notably, this ruthenium-based procedure enables the N-alkylation of aromatic and heteroaromatic primary amines with a wide range of primary alcohols in excellent yields of up to 98%. The present methodology is green and water is liberated as the sole byproduct.
{"title":"Benzimidazol-2-ylidene ruthenium complexes for C-N bond formation through alcohol dehydrogenation","authors":"ZAHID NAWAZ, NEVİN GÜRBÜZ, MUHAMMED NAVEED ZAFAR, NAMIK ÖZDEMİR, BEKİR ÇETİNKAYA, İSMAİL ÖZDEMİR","doi":"10.55730/1300-0527.3606","DOIUrl":"https://doi.org/10.55730/1300-0527.3606","url":null,"abstract":"A low temperature hydrogen borrowing approach to generate secondary amines using benzimidazole-based N-heterocyclic carbene (BNHC) ruthenium complexes is reported. A series of the piano-stool complexes of the type [(η6 -p-cymene)(BNHC)RuCl2 ] (1a-g) were synthesized via one-pot reaction of the NHC salt precursor, Ag2 O, and [RuCl2 (p-cymene)]2 and characterized using conventional spectroscopic techniques. The geometry of two precursors, [(η6 -p-cymene)(Me4BnMe2 BNHCCH2OxMe)RuCl2 ] (1f) and [(η6 -p-cymene)(Me5BnMe2 BNHCCH2OxMe)RuCl2 ] (1g), was studied by single crystal X-ray diffraction. These catalysts were found to dehydrogenate alcohols efficiently at temperatures as low as 50 °C to allow Schiff-base condensation and subsequent imine hydrogenation to afford secondary amines. Notably, this ruthenium-based procedure enables the N-alkylation of aromatic and heteroaromatic primary amines with a wide range of primary alcohols in excellent yields of up to 98%. The present methodology is green and water is liberated as the sole byproduct.","PeriodicalId":23367,"journal":{"name":"Turkish Journal of Chemistry","volume":"72 4","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135930905","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}
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