جستجوی مقالات مرتبط با کلیدواژه "bis- coumarin" در نشریات گروه "شیمی"
تکرار جستجوی کلیدواژه «bis- coumarin» در نشریات گروه «علوم پایه»-
This research reports the synthesis of bis-coumarins using graphene oxide functionalized bytriethylammonium chloride (GO@TETA-CAC-Et3N+.Cl−) as a sustainable and efficient catalyst.The synthesis was achieved through the reaction of 4-hydroxycoumarin and benzaldehydes via amulticomponent reaction under no-solvent conditions. Firstly, graphene oxide was produced by amodified Hummers procedure and treated with triethylenetetramine. The product was subsequentlymodified by chloroacetyl chloride and then triethylamine to achieve the catalyst (GO@TETA-CAC-Et3N+.Cl−). The catalyst structure was then confirmed by FESEM, thermogravimetricanalysis (TGA), XRD, EDS, X-ray elemental mapping technique, and FTIR. The catalyst offeredsome advantages over conventional ones, including environmental compatibility, stability, cost-effectiveness, and nonmetal components, as well as recoverability and safe handling. The appliedprocedure is superior to other methods due to its easy workup, sustainability, solvent-free medium,high yield, short reaction time, and no byproduct.
Keywords: Graphene Oxide, Synthesis, Bis-Coumarin, Multicomponent Reaction, Green Chemistry -
در این کار پژوهشی کاتالیزگر گرافن اکسید عامل دار شده با پیریمیدینیوم هیدروژن سولفات تهیه شد و جهت تهیه بیس کومارین ها استفاده شد. گرافن اکسید از اکسایش گرافیت به روش ارتقا یافته هامر تهیه شد و با 2 - آمینوپیریمیدین به روش آمید سازی عامل دار شد. از واکنش محصول مرحله قبل و سولفوریک اسید کاتالیزگر حاوی هیدروژن سولفات تهیه شد و توسط روش های گوناگون طیف سنجی، میکروسکوپی و گرمایی مانند FTIR، XRD، FESEM، EDS و TGA شناسایی شد. در ادامه جهت بررسی کارایی کاتالیزگر در سنتز آلی تهیه بیس کومارین ها از واکنش شبه سه جزیی و یک مرحله ایی 4-هیدروکسی کومارین و آلدهیدهای آروماتیک در شرایط بدون حلال مطالعه شد. نتایج این مطالعه نشان داد که این کاتالیزگر جهت تهیه این ترکیبات بسیار کارآمد بوده و بازده بالایی از محصولات بدست آمد. روش استفاده شده و کاتالیزگر مورد بررسی نسبت به دیگر روش ها و کاتالیزگرها دارای مزیت های بسیاری از جمله سازگاری با محیط زیست، پایداری کاتالیزگر در محیط واکنش، جداسازی آسان محصولات، عدم وجود محصولات جانبی، زمان کم واکنش، انجام واکنش در دمای پایین و در دسترس بودن کاتالیزگر می باشد.
کلید واژگان: گرافن اکسید, کاتالیزگر, پیریمیدینیوم هیدروژن سولفات, سنتز, بیس کومارین, شیمی سبزGraphene oxide functionalized by pyrimidinium hydrogen sulfate (GO@Pyrim.H-HSO4) is an efficient and environmentally benign catalyst for the synthesis of bis-coumarins. At first, graphene oxide was prepared according to a modified Hummers method from the oxidation of graphite using violent oxidants such as concentrated sulfuric acid, sodium nitrate, potassium permanganate, and Hydrogen peroxide. It was subsequently modified by 2-aminopyrimidine through amide formation and then treated with sulfuric acid to reach the catalyst as pyrimidinium hydrogen sulfate (GO@Pyrim.H-HSO4). The catalyst was characterized by X-ray diffraction (XRD), energy-dispersive X-ray spectroscopy (EDS), field emission scanning electron microscopy (FESEM), thermogravimetric analysis (TGA), and FTIR spectroscopy. The synthesis of bis-coumarins was implemented through a one-pot process using no solvent by the reaction of 4-hydroxycoumarin and functionalized benzaldehydes. The scope and limitations of the procedure were examined using aromatic aldehydes with various functional groups. The functional groups had no significant effect on the product yields. The catalyst exhibited efficient properties such as simple work-up, no byproducts, sustainability, nonmetal and safe components, stability under reaction conditions, and recoverability. The synthetic route shows significant properties including sustainable, simple work-up, solvent-free condition, short reaction times, and no by-product.
Keywords: Graphene oxide, pyrimidinium hydrogen sulfate catalyst, Synthesis, bis- coumarin, Green Chemistry -
In the present work, first, magnetic nanoparticles (MNP) were synthesized, and a layer of silica was placed on the magnetite nanoparticles through the reaction with TEOS. Next, the pyridine-2-(1H)-tetrazole ligand was fixed on the core-shell magnetite nanoparticles, and finally, the nanocatalyst copper complex was synthesized. The synthesized copper (II) complex of magnetic nanocatalyst was identified through different analyses such as FT-IR, SEM, EDX, XRD, VSM, BET, and atomic absorption. After characterizing the nanocatalyst Fe3O4@SiO2-(CH2)3-Pyridine-2-(1H)-tetrazole-Cu(II), by applying this catalyst in the reaction of benzaldehyde with 4-hydroxycoumarin, the reaction conditions such as solvent type, reaction temperature and The amount of catalyst was optimized. Ethanol was chosen as the optimal solvent as an environmentally friendly solvent. The recycling cycle of the magnetic catalyst was also studied, and the slight decrease in the catalyst's efficiency after six times reactions indicates the high efficiency of this nanocatalyst in the synthesis reaction of bis-coumarin derivatives as a green catalyst.Keywords: coumarin, Bis-coumarin, aldehyde, Magnetic nanocatalyst, Copper catalyst
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A novel organic-inorganic hybrid nanomaterial namely nano-[SiO2@R-Im-SO3H][CF3COO] (NSRISC) was synthesized, and characterized using FT-IR, EDS, FE-SEM, TGA and XRD analyses. Thereafter, the solvent-free production of bis-coumarins (from aryl aldehydes and 4-hydroxycoumarin) and N,N′-alkylidene bisamides (from aryl aldehydes and benzamide) was catalyzed by NSRISC. Bis-coumarins were produced in 86-97% at 100 ºC, and bisamides were obtained in 87-97% at 105 ºC. The reaction times were 15-30 min for both kinds of compounds.Keywords: Nano-[SiO2@R-Im-SO3H][CF3COO] (NSRISC), Organic-inorganic hybrid nanomaterial, Solvent-free, Bis-coumarin, N′-Alkylidene bisamide
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A novel organic-inorganic hybrid magnetic nanomaterial, namely nano-[Fe3O4@SiO2@R-NMe2][FeCl4] (nano-[FSRN][FeCl4]) was prepared, and characterized by EDX, elemental mapping, FE-SEM, FT-IR, XRD, VSM, TG and DTG analyses. Then, it was applied as a highly efficient and magnetically recyclable catalyst for the solvent-free synthesis of bis-coumarins from 4-hydroxycoumarin (2 eq.) and arylaldehydes (1 eq.). NMe2 is a basic group, and FeCl4− is a Lewis acid; thus, nano-[FSRN][FeCl4] can act as a dual-functional catalyst; based on this and the literature, a plausible mechanism was proposed for the reaction.Keywords: Organic-inorganic hybrid magnetic nanomaterial, Nano-[Fe3O4@SiO2@R-NMe2][FeCl4] (nano-[FSRN][FeCl4]), Dual-functional catalyst, Bis-coumarin, Solvent-free
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نشریه شیمی کاربردی روز، پیاپی 58 (بهار 1400)، صص 167 -182
در این تحقیق، یک ماده جدید به نام N،N،N'،N'-تترامتیل اتیلن دی آمینیوم-N-(سیلیکا-n-پروپیل)-N'-سولفونیک اسید کلرید تری فلویورواستات ([TEDSPSCT]) سنتز، و ساختار آن با استفاده از طیفسنجی تبدیل فوریه مادون قرمز (FT-IR)، پراش انرژی پرتو X (EDS)، میکروسکوپ الکترونی روبشی گسیل میدانی (FE-SEM)، وزن سنجی حرارتی (TG)، مشتق وزن سنجی حرارتی (DTG) و پراش پرتو X (XRD) تایید شد؛ اکثر ذرات این ماده در حد نانو، و مقدار کمی از آنها در حد میکرو بودند. سپس، [TEDSPSCT] به عنوان کاتالیزوری کارآمد و قابل بازیافت برای تهیه بیس کومارین ها از طریق واکنش 4-هیدروکسی کومارین (2 اکی والان) با آریل آلدهیدها (1 اکی والان) در شرایط بدون حلال استفاده شد؛ این ترکیبات با بازده بالا در زمان کوتاه به دست آمدند. علاوه بر این، یک مکانیسم جالب و منطقی بر اساس دو-عملکرده بودن کاتالیزور ارایه شده است {این کاتالیزور هم دارای گروه اسیدی (SO3H) و هم بازی ضعیف (تری-فلویورواستات) می باشد}.
کلید واژگان: نانوماده, [TEDSPSCT], کاتالیزور نشانده شده روی سیلیکا, بیس-کومارین, واکنش بدون حلالIn this research, a novel material namely N,N,N',N'-tetramethylethylenediaminium-N-(silica-n-propyl)-N'-sulfonic acid chloride trifluoroacetate ([TEDSPSCT]) was synthesized, and its structure was characterized using Fourier-transform infrared spectroscopy (FT-IR), energy-dispersive X-ray (EDS), field emission scanning electron microscopy (FE-SEM), thermal gravimetric (TG), differential thermal gravimetric (DTG) and x-ray diffraction (XRD); most of the partcles were in nano-size, and a few of them were in micro-size. Afterward, [TEDSPSCT] was used as effective and recyclable catalyst for the preparation of bis-coumarins via the reaction of 4-hydroxycoumarin (2 equivalents) with arylaldehydes (1 equivalent) under solvent-free conditions; these compounds were obtained in high yields and short reaction times. Moreover, an attractive and logical mechanism based on dual-functionality of the catalyst has been described {this catalyst has both acidic group (SO3H) and weak basic group (trifluoroacetate)}.
Keywords: Nanomaterial, [TEDSPSCT], Silica-supported catalyst, Bis-coumarin, Solvent-free reaction -
In this work, a rapid and highly effectual protocol for the synthesis of bis-coumarins has been developed. The one-pot quasi three-component reaction of aromatic aldehydes (1 eq.) with 4-hydroxycoumarin (2 eq.) in the presence of catalytic amount of protic acidic ionic liquid triethylaminium-N-sulfonic acid tetrachloroaluminate (TSAT) under solvent-free conditions afforded the mentioned compounds in high yields and short reaction times.
Keywords: Bis-coumarin, 4-Hydroxycoumarin, Protic acidic ionic liquid, Triethylaminium-N-sulfonic acid tetrachloroaluminate (TSAT), Solvent-free
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