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Citric acid supported on melamine-based COP [CA@MIP] in metal-free on-water synthesis of quinazolinones 三聚氰胺基COP负载柠檬酸[CA@MIP]在水中无金属合成喹唑啉酮
Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100002
Atif Mustafa, Zeba N. Siddiqui

A metal-free, efficient, and eco-friendly on-water protocol for the synthesis of quinazolinone derivatives via a tandem one-pot three-component reaction using a novel, efficient, and recyclable heterogeneous catalyst, [CA@MIP] – melamine-based covalent organic polymer supported citric acid, has been described. The catalyst has been synthesized by a simple procedure and is well characterized by numerous spectroscopic techniques such as Fourier Transform Infrared (FTIR), Scanning Electron Microscope (SEM), Powder X-ray diffraction (PXRD), Brunauer-Emmett-Teller (BET), Energy Dispersive X-ray (EDX), and Thermal Gravimetric (TG) analyses. [CA@MIP] showed excellent catalytic potential offering quinazolinones in excellent yields (>85%) in a short reaction time period and was reusable for up to five successive runs.

一种无金属、高效且环保的水上方案,用于使用新型、高效且可回收的多相催化剂,通过串联一锅三组分反应合成喹唑啉酮衍生物[CA@MIP]–三聚氰胺基共价有机聚合物负载柠檬酸。该催化剂是通过简单的程序合成的,并通过许多光谱技术如傅立叶变换红外(FTIR)、扫描电子显微镜(SEM)、粉末X射线衍射(PXRD)、Brunauer-Emmett-Teller(BET)、能量分散X射线(EDX)和热重量分析(TG)进行了良好的表征。[CA@MIP]显示出优异的催化潜力,在短的反应时间内以优异的产率(>85%)提供喹唑啉酮。
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引用次数: 4
Sustainable optics? A critical insight into biopolymer-enabled optics 可持续的光学?对生物聚合物光学的重要见解
Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100005
Mario Pagliaro , Rosaria Ciriminna , Sofia M. Morozova

The use of biobased polymers or natural inorganic materials in place of synthetic polymers or liquid crystals derived from petroleum to fabricate optical components establishes the concept of “sustainable optics”, at least for what concerns the environmental dimension of sustainability as these polymers are renewable and often biodegradable or compostable. To identify the main obstacles to be addressed prior to industrial uptake of these polymeric resins in the optics industry, we focus on two promising and widely studied biobased polymeric materials, namely nanocellulose and poly(limonene carbonate). The conclusions have implications also for the emerging bioeconomy and the undergoing reshaping of the chemical industry driven by sustainability megatrend.

使用生物基聚合物或天然无机材料代替石油衍生的合成聚合物或液晶来制造光学组件,确立了“可持续光学”的概念,至少在可持续性的环境层面上是这样,因为这些聚合物是可再生的,通常是可生物降解或可堆肥的。为了确定在光学工业中工业化使用这些聚合物树脂之前需要解决的主要障碍,我们重点研究了两种有前景且被广泛研究的生物基聚合物材料,即纳米纤维素和聚碳酸柠檬烯。这些结论也对新兴的生物经济和可持续发展大趋势推动的化学工业正在进行的重塑具有启示意义。
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引用次数: 2
Chitosan as a sustainable heterogeneous catalyst for the preparation of functionalized α-diazo carbonyl compounds 壳聚糖作为制备功能化α-重氮羰基化合物的可持续多相催化剂
Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100006
Gabriela M. Diogo, Pedro A.M. Moro, Taíssa A. Costin, Mariane Fantinel, Marcus M. Sá

The food industry generates vast amounts of waste and one of the most abundant is the biopolymer chitin, which is the main constituent of crustacean shells and insect exoskeletons. The alkaline deacetylation of the N-acetyl-d-glucosamino units of chitin leads to chitosan, a stable, inexpensive, non-toxic, biocompatible, and biodegradable material of basic properties due to the presence of free amino groups. In the present study, we report the catalytic activity of commercially available chitosan as a sustainable heterogeneous catalyst for the preparation of α-diazo carbonyl compounds through the diazo transfer reaction to active methylene compounds using a sulfonyl azide as the diazo transfer reagent. Thus, 17 α-diazo carbonyl compounds were readily prepared under mild conditions in 50–92% yield after a simple work-up consisting of vacuum filtration to separate the insoluble catalyst and the sulfonamide byproduct. This procedure was also adapted to aqueous medium, making the process more environmentally benign. The recovery and recyclability of the biocatalyst were also addressed, with the catalytic activity being slightly reduced after four reuses depending on the substrate used. The synthetic potential of diazo carbonyl compounds was further demonstrated through the rhodium-catalyzed O–H insertion reactions.

食品工业产生了大量的废物,其中最丰富的是生物聚合物甲壳素,它是甲壳类动物外壳和昆虫外骨骼的主要成分。甲壳素的N-乙酰-d-葡糖氨基单元的碱性脱乙酰化产生了壳聚糖,这是一种稳定、廉价、无毒、生物相容和可生物降解的材料,由于存在游离氨基,具有基本性质。在本研究中,我们报道了市售壳聚糖作为一种可持续的多相催化剂,以磺酰基叠氮化物为重氮转移试剂,通过重氮转移反应制备活性亚甲基化合物,从而制备α-重氮羰基化合物的催化活性。因此,经过真空过滤分离不溶性催化剂和磺酰胺副产物的简单后处理,在温和的条件下很容易制备出17种α-重氮羰基化合物,产率为50-92%。该程序也适用于水性介质,使该过程更环保。还讨论了生物催化剂的回收和可回收性,根据使用的底物,在四次重复使用后,催化活性略有降低。铑催化的O–H插入反应进一步证明了重氮羰基化合物的合成潜力。
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引用次数: 4
Electrochemical oxidation of sec-alcohols with MgBr2·6H2O 二醇与MgBr2·6H2O的电化学氧化研究
Pub Date : 2023-01-01 DOI: 10.1016/j.tgchem.2023.100010
Kosuke Yamamoto , Takumi Inoue , Natsumi Hanazawa , Masami Kuriyama , Osamu Onomura

The electrochemical oxidation of sec-alcohols has been achieved using MgBr2·6H2O as an inexpensive active bromine source and electrolyte under constant current conditions. The reactions smoothly proceed in a simple undivided cell, and aliphatic/benzylic sec-alcohols bearing heteroaromatics as well as aryl and alkyl groups are successfully converted to the corresponding ketones in good to excellent yields. In addition, the present reaction conditions selectively transform a secondary hydroxy moiety over different classes of hydroxy groups.

用MgBr2·6H2O作为廉价的活性溴源和电解质,在恒流条件下实现了仲醇的电化学氧化。反应在一个简单的不可分割的单元中顺利进行,带有杂芳族以及芳基和烷基的脂族/苄基仲醇以良好至优异的产率成功转化为相应的酮。此外,本反应条件在不同类别的羟基上选择性地转化仲羟基部分。
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引用次数: 1
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Tetrahedron Green Chem
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