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Insight into aqueous electrolyte additives: unraveling functional principles, electrochemical performance, and beyond† 深入了解水性电解质添加剂:揭示功能原理、电化学性能及其他方面的问题
IF 9.3 1区 化学
Green Chemistry Pub Date : 2024-09-30 DOI: 10.1039/d4gc02619e
Zhuo Chen , Junrun Feng , Pengfei Yao , Jinlong Cai , Zhangxiang Hao
{"title":"Insight into aqueous electrolyte additives: unraveling functional principles, electrochemical performance, and beyond†","authors":"Zhuo Chen ,&nbsp;Junrun Feng ,&nbsp;Pengfei Yao ,&nbsp;Jinlong Cai ,&nbsp;Zhangxiang Hao","doi":"10.1039/d4gc02619e","DOIUrl":"10.1039/d4gc02619e","url":null,"abstract":"<div><div>Aqueous electrolyte additives are considered one of the most promising agents for improving the cycling stability and practicality of aqueous zinc-ion batteries (AZIBs) due to their multiple functions, low cost, and easy operation. The application of these electrolyte additives could significantly suppress the corrosion reaction, dendrite growth, and the hydrogen evolution reaction originating from the zinc anodes. In light of the intensive research of electrolyte additives and the significant progress that have been made in recent years, this review will focus on the mechanism and nature behind the improved performance contributed by the additives. A comprehensive overview of the origins of the challenges above will be presented firstly. Furthermore, the basic function principles of most reported additives are summarized and categorized, aiming to induce a deep and logical consideration of the use of the electrolyte additives in practical or large capacity cells. Finally, this review outlines the prospective advancement of electrolyte additives, inspiring the application of advanced characterization techniques in enhancing the understanding of AZIBs and laying the groundwork for the possibility of commercialization of AZIBs.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142225053","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Solvent-free Markovnikov hydroamination of vinylarenes with carboxamides: a heterogeneous catalytic approach using Hβ zeolite† 乙烯基烯烃与羧酰胺的无溶剂马尔可夫尼科夫氢化反应:使用 Hβ 沸石的异相催化方法
IF 9.3 1区 化学
Green Chemistry Pub Date : 2024-09-30 DOI: 10.1039/d4gc04264f
Amrutham Vasu , Mameda Naresh , Gajula Krishna Sai , Boosa Murali , Dasu Suchitha , Avusali Sai Teja , Nama Narender
{"title":"Solvent-free Markovnikov hydroamination of vinylarenes with carboxamides: a heterogeneous catalytic approach using Hβ zeolite†","authors":"Amrutham Vasu ,&nbsp;Mameda Naresh ,&nbsp;Gajula Krishna Sai ,&nbsp;Boosa Murali ,&nbsp;Dasu Suchitha ,&nbsp;Avusali Sai Teja ,&nbsp;Nama Narender","doi":"10.1039/d4gc04264f","DOIUrl":"10.1039/d4gc04264f","url":null,"abstract":"<div><div>The synthesis of carbon–heteroatom bonds, a crucial element in organic chemistry, often requires obstacles in direct amine integration with olefins. This study introduces a sustainable approach for producing nitrogen-bearing molecules through the Markovnikov hydroamination of vinylarenes with carboxamides, employing Hβ zeolite as an effective heterogeneous catalyst in a solvent-free environment. We explored the method's adaptability over various substrates, achieving consistently high yields and regioselectivity in the resultant products. The procedure's scalability to gram-level production and the catalyst's sustainable reuse for multiple cycles (up to five) underscores its viability for industrial application, indicating a significant increase in organic synthesis activity.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142329365","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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 and selective extraction of oleanolic acid from grape pomace with dimethyl carbonate† 用碳酸二甲酯从葡萄渣中高效、选择性地提取齐墩果酸
IF 9.3 1区 化学
Green Chemistry Pub Date : 2024-09-30 DOI: 10.1039/d4gc03624g
Francesco Errichiello , Raffaele Cucciniello , Michele Tomasini , Laura Falivene , Angelita Gambuti , Chiara Cassiano , Martino Forino
{"title":"Efficient and selective extraction of oleanolic acid from grape pomace with dimethyl carbonate†","authors":"Francesco Errichiello ,&nbsp;Raffaele Cucciniello ,&nbsp;Michele Tomasini ,&nbsp;Laura Falivene ,&nbsp;Angelita Gambuti ,&nbsp;Chiara Cassiano ,&nbsp;Martino Forino","doi":"10.1039/d4gc03624g","DOIUrl":"10.1039/d4gc03624g","url":null,"abstract":"<div><div>Grape pomace is a major winery solid residue and several tons are annually produced worldwide. Since it is a valuable source of high value-added compounds, many strategies have been implemented for its valorization. The extraction of bioactive molecules with a broad range of applications is certainly the most investigated topics. In this context, oleanolic acid, a triterpenoid with a relevant biological activity, has been recently detected in grape pomace in remarkable quantities (0.45 mg per gram of fresh pomace). Herein, we report on a selective extraction of oleanolic acid from grape pomace by using dimethyl carbonate (DMC), a recommended green solvent as a better alternative to fossil-based solvents. Chemical–physical properties, Hildebrand's solubility and Kamlet–Abboud–Taft parameters have been considered to select a greener alternative to fossil-based solvents and theoretical calculations have been performed to determine the interaction between DMC and the oleanolic acid. The obtained grape pomace extracts were characterized by means of NMR and LC-MS. DMC allows the recovery of oleanolic acid from grape pomace, due to its weak polarity and poor ability to form H-bonds, with a molar selectivity of 61%, thus promoting the adoption of alternative green and sustainable technologies for biomass residue valorization. Also, DMC was recycled and reused in three consecutive extractions and no significant losses in terms of oleanolic acid extraction yield were detected.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/gc/d4gc03624g?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142195731","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Alternatives for the extraction of bioactives and biopolymers from Evernia prunastri for the formulation of antimicrobial bio-based films† 从 Evernia prunastri 中提取生物活性物质和生物聚合物用于配制抗菌生物基薄膜的替代方法
IF 9.3 1区 化学
Green Chemistry Pub Date : 2024-09-30 DOI: 10.1039/d4gc02741h
Julie Queffelec , William Beraud , Solenn Ferron , Joël Boustie , Ismael Rodríguez-González , Beatriz Díaz-Reinoso , Mª Dolores Torres , Herminia Domínguez
{"title":"Alternatives for the extraction of bioactives and biopolymers from Evernia prunastri for the formulation of antimicrobial bio-based films†","authors":"Julie Queffelec ,&nbsp;William Beraud ,&nbsp;Solenn Ferron ,&nbsp;Joël Boustie ,&nbsp;Ismael Rodríguez-González ,&nbsp;Beatriz Díaz-Reinoso ,&nbsp;Mª Dolores Torres ,&nbsp;Herminia Domínguez","doi":"10.1039/d4gc02741h","DOIUrl":"10.1039/d4gc02741h","url":null,"abstract":"<div><div>The recent growing interest in the biological properties of lichen metabolites has evidenced different needs and challenges for further exploration, including the development of green processing with safer solvents and more efficient use of energy. Microwave assisted hydrothermal processing, applied after supercritical CO<sub>2</sub> extraction, was proposed for the sequential extraction of bioactives and biopolymer fractions. Alternatively, it was combined with natural deep eutectics (NaDES) as cosolvents. Lichenic acids, antioxidants and oligosaccharides were simultaneously extracted using NaDES, and the recovered polysaccharides showed adequate mechanical properties for the formulation of films with antimicrobial action against Gram positive bacteria. An environmental assessment of the three different processes using the Eco-Scale suggested that the NaDES microwave extraction was, due to its low toxicity and good extraction yield of polysaccharides, the most sustainable of the three processes.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/gc/d4gc02741h?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142196047","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Green synthesis of sodium pyrithione salt-activated biomass-derived carbon for aqueous zinc-ion capacitors† 用于水性锌离子电容器的吡啶硫酮钠盐活化生物质衍生碳的绿色合成
IF 9.3 1区 化学
Green Chemistry Pub Date : 2024-09-30 DOI: 10.1039/d4gc02429j
Lingqi Huang , Zilong Gu , Jiayang Gu , Fei Zhang , Jingshun Zhuang , Qingzhi Ma , Tao Zhang , Jingfei Li , Heyang Liu , Wei Feng
{"title":"Green synthesis of sodium pyrithione salt-activated biomass-derived carbon for aqueous zinc-ion capacitors†","authors":"Lingqi Huang ,&nbsp;Zilong Gu ,&nbsp;Jiayang Gu ,&nbsp;Fei Zhang ,&nbsp;Jingshun Zhuang ,&nbsp;Qingzhi Ma ,&nbsp;Tao Zhang ,&nbsp;Jingfei Li ,&nbsp;Heyang Liu ,&nbsp;Wei Feng","doi":"10.1039/d4gc02429j","DOIUrl":"10.1039/d4gc02429j","url":null,"abstract":"<div><div>Conversion of biomass into doped activated carbons (ACs) <em>via</em> green processes is envisioned as a promising path toward modern energy storage applications. ACs are commonly synthesized using strong bases, which are associated with environment and operation risks. Thus, it is necessary to find alternative and green activation reagents. Herein, we report a multi-functional molecular salt (sodium pyrithione) as an activation reagent for the economically viable preparation of doped ACs with a large surface area, rich dopants, and porous structures. The formation of carbons and the variation in the composition and pore architecture were demonstrated. The prepared ACs were then fabricated into cathodes for a zinc-ion capacitor. We correlated the properties of ACs with their performance by analyzing electrochemical measurements. Meanwhile, the optimal SPHC-based ZIC delivered high capacity and excellent cycling stability over 20 000 cycles under practical conditions. Moreover, we found that long-term chemical adsorption/desorption on active sites of ACs influences the cathode structure and thus leads to a loss of capacity and changes in the energy storage mechanism. Overall, this work provides an alternative protocol for the synthesis of doped ACs, which can be used as cathodes materials for practical high-performance ZICs.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141779391","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Phytic acid derivatized lignin as a thermally stable and flame retardant material† 作为热稳定阻燃材料的植酸衍生木质素
IF 9.3 1区 化学
Green Chemistry Pub Date : 2024-09-30 DOI: 10.1039/d4gc03169e
Saba Khodavandegar , Pedram Fatehi
{"title":"Phytic acid derivatized lignin as a thermally stable and flame retardant material†","authors":"Saba Khodavandegar ,&nbsp;Pedram Fatehi","doi":"10.1039/d4gc03169e","DOIUrl":"10.1039/d4gc03169e","url":null,"abstract":"<div><div>Phosphorus-containing flame retardants have attracted attention due to their outstanding flame retardancy, enhanced thermal stability, and limited toxic smoke emission. Bio-based phosphorus-containing flame retardants could be excellent options to impart environmental benefits, renewability, and sustainability to these materials. Lignin is an underutilized but abundant and sustainable material that can be used to serve this purpose. In the present work, a lignin-derived flame retardant was produced following the facile solvent-free polycondensation reaction of kraft lignin (KL) and phytic acid (PHA) at a low temperature in an aqueous system. The optimized conditions for this reaction were 1/0.4 mol/mol KL/PHA, pH 11, 20 °C, and 20 min. By utilizing advanced NMR (H, P, and HSQC), XPS, and FTIR techniques, the covalent bonding of the phosphorus of PHA with the oxygen of aliphatic and aromatic hydroxyl groups of KL was confirmed. C–P–O and P–O–P bonds provided high decomposition temperature (<em>T</em><sub>max</sub>), high glass transition temperature (<em>T</em><sub>g</sub>), and char formation in the product. The presence of phosphorus atoms was observed on the combusted material by EDS mapping and EDX, illustrating the increase in the intensity of this element after combustion at 800 °C. The results of this work provided a new approach for preparing a fully bio-based flame-retardant with limited smoke density (<em>i.e.</em>, a decrease from 34% for KL to 17.7% for modified KL) and a higher limiting oxygen index (<em>i.e.</em>, an increase from 21.8% for KL to 26% for modified KL) following a green chemistry concept.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141883022","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
3D structure-functional design of a biomass-derived photocatalyst for antimicrobial efficacy and chemical degradation under ambient conditions† 一种生物质光催化剂的三维结构-功能设计,用于环境条件下的抗菌功效和化学降解。
IF 9.3 1区 化学
Green Chemistry Pub Date : 2024-09-30 DOI: 10.1039/d4gc01246a
Wan Zhang , Yuanhao Liang , Cheng Hu , Weiwei Li , Jingru Lai , Kainan Chen , Sisi Xiang , Dariusz Niedzwiedzki , Jing Wu , Andrew Li , Susie Y. Dai
{"title":"3D structure-functional design of a biomass-derived photocatalyst for antimicrobial efficacy and chemical degradation under ambient conditions†","authors":"Wan Zhang ,&nbsp;Yuanhao Liang ,&nbsp;Cheng Hu ,&nbsp;Weiwei Li ,&nbsp;Jingru Lai ,&nbsp;Kainan Chen ,&nbsp;Sisi Xiang ,&nbsp;Dariusz Niedzwiedzki ,&nbsp;Jing Wu ,&nbsp;Andrew Li ,&nbsp;Susie Y. Dai","doi":"10.1039/d4gc01246a","DOIUrl":"10.1039/d4gc01246a","url":null,"abstract":"<div><div>Surface sterilization and hazardous chemical degradation under ambient conditions can provide significant benefits for public and environmental health. Materials with sterilization and chemical degradation capacity under sunlight can efficiently reduce infectious disease incidence rates and toxic chemical exposure. Utilizing renewable energy for sustainable sterilization and degradation is more desirable as it reduces the potential secondary contamination. Herein, we report functional structure design using lignin, a renewable carbon heterogeneous polymer, to synthesize a highly efficient and stable photocatalyst that degrades environmentally hazardous organic compounds rapidly. Through a hydrolysis reaction between Ti–OH and the hydroxyl groups of lignin, Ti–O–C and Ti–O–Ti bonds were established and a lignin based photocatalyst with a hollow sphere structure (C<sub>lignin</sub>@H-TiO<sub>2</sub>) was formed. The presence of a homozygous carbon modified TiO<sub>2</sub> structure contributes to the enhanced photodegradation activity with solar light. The close hetero-interfacial contact between carbonized lignin and TiO<sub>2</sub> further improves the photocatalytic efficiency by facilitating effective charge carrier separation. After synthesis optimization, the resulting C<sub>lignin</sub>@H-TiO<sub>2</sub> photocatalyst exhibits excellent performance in the degradation of atenolol under solar light irradiation with 100% degradation within five minutes. Additionally, it efficiently removes approximately 50% of PFOA and kills about 90% of bacteria within three hours. The uniform distribution of lignin within the crosslinking structures ensures a durable carbon modified TiO<sub>2</sub> framework, which remains stable after 10 cycles of usage. The robustness of the lignin-based photocatalyst enables incorporating the catalyst into diversified material formats and various usages. Coating of the photocatalyst onto device surfaces shows bacterial killing efficacy under sunlight. The photocatalysts based on lignin valorization present a green chemistry approach for environmental remediation and surface sterilization, which has long-term environmental protection benefits, with broad applications in toxin treatment and health protection against pathogen infection.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11373602/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142152569","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Ruthenium-catalyzed “open-loop” recycling of polyethylene via tandem isomerization-metathesis (ISOMET)† 钌催化的串联异构化-甲基化聚乙烯 "开环 "循环(ISOMET)
IF 9.3 1区 化学
Green Chemistry Pub Date : 2024-09-30 DOI: 10.1039/d4gc03912b
Vajk Farkas , Pascal Albrecht , Ádám Erdélyi , Márton Nagyházi , Beatrix Csutorás , Gábor Turczel , Norbert Miskolczi , Janka Bobek-Nagy , Ole Osterthun , Jürgen Klankermayer , Robert Tuba
{"title":"Ruthenium-catalyzed “open-loop” recycling of polyethylene via tandem isomerization-metathesis (ISOMET)†","authors":"Vajk Farkas ,&nbsp;Pascal Albrecht ,&nbsp;Ádám Erdélyi ,&nbsp;Márton Nagyházi ,&nbsp;Beatrix Csutorás ,&nbsp;Gábor Turczel ,&nbsp;Norbert Miskolczi ,&nbsp;Janka Bobek-Nagy ,&nbsp;Ole Osterthun ,&nbsp;Jürgen Klankermayer ,&nbsp;Robert Tuba","doi":"10.1039/d4gc03912b","DOIUrl":"10.1039/d4gc03912b","url":null,"abstract":"<div><div>As a model of a chemical upcycling process, we have developed a single-metal homogeneous catalytic system to break down persistent polyethylene waste into valuable chemical intermediates. This could ultimately be used to produce important chemical products, including environmentally friendly, biodegradable plastics. In the first step, a slow pyrolysis of polyolefin waste yields oils, containing long-chain olefins as the major components. Then, for the next transformation step, tailored bicyclic (alkyl)(amino)carbene (BICAAC)-Ru olefin metathesis catalysts were used in combination with an alkene isomerization catalyst (RuHCl(CO)(PPh<sub>3</sub>)<sub>3</sub>) for the transformation of the pyrolysis oil to propylene <em>via</em> isomerization-metathesis (ISOMET) reaction in ethylene atmosphere. Eventually, translation of the highly efficient single-metal catalyst system enabled ISOMET reaction to a 900 mL reactor setup and repetitive batch experiments could prove the long-term stability of the catalyst system and the highest total turnover number (tTON = 2788 mol propylene per mol olefin metathesis catalyst) reported so far using post-consumer polyethylene waste feedstock.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/gc/d4gc03912b?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142195710","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Electrochemically promoted selenocyclization for the synthesis of organoselenyl isoxazoles† 电化学促进硒环化法合成有机硒基异噁唑
IF 9.3 1区 化学
Green Chemistry Pub Date : 2024-09-30 DOI: 10.1039/d4gc03547j
Nan Sun , Zhi Qiao , Jiamin Li , Jiazhi Gu , Liqun Jin , Xinquan Hu
{"title":"Electrochemically promoted selenocyclization for the synthesis of organoselenyl isoxazoles†","authors":"Nan Sun ,&nbsp;Zhi Qiao ,&nbsp;Jiamin Li ,&nbsp;Jiazhi Gu ,&nbsp;Liqun Jin ,&nbsp;Xinquan Hu","doi":"10.1039/d4gc03547j","DOIUrl":"10.1039/d4gc03547j","url":null,"abstract":"<div><div>An electrochemically promoted protocol has been successfully developed for the synthesis of 4-organoselenyl isoxazoles <em>via</em> the oxidative selenocyclization of 2-alkyn-1-one <em>O</em>-methyloximes with diorganyl diselenides as selenation reagents. A wide range of titled compounds were obtained in over 80% yields without an additional catalyst or external oxidant. In comparison with existing methods, this newly developed protocol featured broader substrate scopes, higher selectivity and more atom economy.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142195755","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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
Metal- and oxidant-free carbonylation of benzylic and allylic C–H bonds with H2O via dual oxidative radical-polar crossover† 通过双氧化自由基-极性交叉,用 H2O 对苄基和烯丙基 C-H 键进行无金属、无氧化剂的羰基化反应
IF 9.3 1区 化学
Green Chemistry Pub Date : 2024-09-30 DOI: 10.1039/d4gc02381a
Xiaona Yang , Bingjie Ren , Hongyu Guo , Rongfang Liu , Rong Zhou
{"title":"Metal- and oxidant-free carbonylation of benzylic and allylic C–H bonds with H2O via dual oxidative radical-polar crossover†","authors":"Xiaona Yang ,&nbsp;Bingjie Ren ,&nbsp;Hongyu Guo ,&nbsp;Rongfang Liu ,&nbsp;Rong Zhou","doi":"10.1039/d4gc02381a","DOIUrl":"10.1039/d4gc02381a","url":null,"abstract":"<div><div>The selective and controllable functionalization of unreactive C(sp<sup>3</sup>)–H bonds under mild conditions is a highly desirable yet challenging goal in both organic synthesis and pharmaceutical industry. Herein, we report an unprecedented visible-light mediated metal- and oxidant-free carbonylation of both benzylic and allylic C–H bonds with H<sub>2</sub>O. The synergistic combination of an organophotocatalyst 4CzIPN and a thiol enables the transformation of diverse arrays of benzylic and allylic C–H bonds into carbonyls in moderate to excellent yields with good functional group compatibility. Moreover, the oxidation of amines to aldehydes has also been realized by this protocol. Mechanistically, an oxidative radical-polar crossover (ORPC) process affords an alcohol intermediate, which then undergoes another ORPC process to furnish the carbonyl product.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":null,"pages":null},"PeriodicalIF":9.3,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142264448","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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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