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Study on Gold Self-Relay Catalytic Annulation/Nucleophilic Substitu-tion of 1,3-Enyne Acetates with Cyclic Ether Acetals
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作者 Zhang Congyu Chen Xiaoqi +3 位作者 Meng Fantao Wang Haiying Hao Wen-Juan Jiang Bo 《有机化学》 北大核心 2025年第6期2199-2207,共9页
A new gold self-relay catalytic annulation/nucleophilic substitution cascade of 1,3-enyne acetates with cyclic ether acetals is reported,enabling highly diastereoselective access to cyclic etherified cyclopentenones w... A new gold self-relay catalytic annulation/nucleophilic substitution cascade of 1,3-enyne acetates with cyclic ether acetals is reported,enabling highly diastereoselective access to cyclic etherified cyclopentenones with cyclic quaternary centers in moderate to good yields and>19∶1 dr.This catalysis enables the direct construction of two types of carboncyclic skeletons by adjusting the olefin types of 1,3-enyne acetates.When 1,3-enyne acetates bearing a cyclic alkene unit were used,5~6 fused bicarbocyclic products were diastereoselectively synthesized,whereas the reaction of acyclic 1,3-enyne acetates resulted in five-memebered carbocyclic framework.Notably,cyclic ether acetals are commonly used as protecting groups in traditional multistep organic syntheses,and in this reaction,such reagents serve as electrophilic cyclic ether precursors,achieving new uses for old reagents.The current method demonstrates good functional group compatibility,a broad substrate scope and high diastereoselectivity,providing a new synthetic strategy toward functionalized cyclopentenones. 展开更多
关键词 gold self-relay catalysis Nazarov cyclization nucleophilic substitution 1 3-enyne acetates cyclic ether acetals
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Synthesis of α-Oxoketene CyclicO,S and S,S Acetals 被引量:1
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作者 LIU Qun XU Bai-ling ZHAO Hong-wu 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 1994年第4期369-372,共4页
Synthesisofα-OxoketeneCyclicO,SandS,SAcetalsLIUQun,XUBai-lingandZHAOHong-wu(DepartmentofChemistry,NortheastN... Synthesisofα-OxoketeneCyclicO,SandS,SAcetalsLIUQun,XUBai-lingandZHAOHong-wu(DepartmentofChemistry,NortheastNormalUniversity,C... 展开更多
关键词 ?Oxoketene cyclic O S and S S acetals SYNTHESIS
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Zeolite-Catalyzed Acetalization Ⅰ. Synthesis of Some Acetals and Ketals through Reaction of Carbonyl Compounds with Ethanediol 被引量:2
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作者 Wei JIANG Yan TIAN +1 位作者 Yu Dao MA Qi Long WANG(Department of Chemistry, Shandong University, Jinan 250100)Lei WANG(Department of Pharmacy, Shandong Medical University, Jinan, 250012) 《Chinese Chemical Letters》 SCIE CAS CSCD 1997年第5期377-380,共4页
The acetalization of a series of carbonyl compounds with ethanediolwas performed over two self-steaxned HY zeolle catalpsts' The acetal and ketaiproducts were obtained with high ytelds Espectw, the HY zeollte with... The acetalization of a series of carbonyl compounds with ethanediolwas performed over two self-steaxned HY zeolle catalpsts' The acetal and ketaiproducts were obtained with high ytelds Espectw, the HY zeollte with highfraxnework Si/A1 ratio was proven to be suitable cataipst for the acetabotion ofunsaturated carbonyl compounds, during which the C =C double bond was notperturbed 展开更多
关键词 Synthesis of Some acetals and Ketals through Reaction of Carbonyl Compounds with Ethanediol
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α-Oxo Ketene Dithioacetals Chemistry-A Facile Route to the Synthesis of Fused Heterocyclic Compounds 被引量:1
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作者 Mei Xin ZHAO Qun LIU +1 位作者 Yu Lan HU De Long LI (Department of Chemistry. Northeast Normal University, Changchun 130024) 《Chinese Chemical Letters》 SCIE CAS CSCD 2000年第4期283-284,共2页
The fused heterocyclic compounds 2 : imidazo [1.2-a] pyriding 2a-c and pyrido [ 1 .2-a] pyrimidine 2d were obtained from the reaction of α-cinnamoyl ketene dibenzylthio acetals 1 with diamine. When α-cinnamoyl -a... The fused heterocyclic compounds 2 : imidazo [1.2-a] pyriding 2a-c and pyrido [ 1 .2-a] pyrimidine 2d were obtained from the reaction of α-cinnamoyl ketene dibenzylthio acetals 1 with diamine. When α-cinnamoyl -a'-benzoyl ketene N. N-acetals 3a-b were treated by t-BuONa/t- BuOH Solution. 8- benzoyl-pyrido[1.2-a] pyrimidine 4 was produced. 展开更多
关键词 α-Cinnamoyl ketene dibenzylthio acetals. diamine. α-cinnamoyl-α'-benzoyl ketene N. N-acetals. fused heterocyclic compounds
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KBrO_3/MoO_3:An efficient reagent system for the oxidative deprotection of semicarbazones,1,1-diacetates and acetals
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作者 Farhad Shirini Zahra Neyestani Masoumeh Abedini 《Chinese Chemical Letters》 SCIE CAS CSCD 2009年第5期514-518,共5页
Semicarbazones, 1,1-diacetates and acetals are efficiently converted to their corresponding carbonyl compounds using synergistic effect between KBrO3 and MoO3 in refluxing CH3CN-H2O in good to high yields.
关键词 SEMICARBAZONES 1 1-Diacetates acetals KBRO3 MOO3
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DEPROTECTION OF ACETALS AND KETALS WITH CpTiCl_3-KI
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作者 Shao Zu WU Ya Lan ZHANG +1 位作者 Tian Hui REN Ning CHEN 《Chinese Chemical Letters》 SCIE CAS CSCD 1991年第12期907-910,共4页
When the mixture of CpTiCl_3-KI is used, many acetals and ketals, which are difficuitly deprotected with CpTiCl_3 alone, can be easily converted to the corresponding carbonyl compounds in high yield at 30℃ in Et_2O.
关键词 DEPROTECTION OF acetals AND KETALS WITH CpTiCl3-KI CHEN HIGH
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SYNTHESIS OF ASYMMETRIC ETHERS CLEAVAGE OF ACYCLIC ACETALS WITH ZrCl_4-LiAlH_4
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作者 Shao Zu WU Yu Lan ZHANG Tian Hui REN 《Chinese Chemical Letters》 SCIE CAS CSCD 1991年第12期911-912,共2页
In this paper, we investigated the selective cleavage of acyclic acetals with the reagent system, ZrCl_4-LiAlH_4. The results indicate that this system is very useful for the cleavage of acyclic acetals to the corresp... In this paper, we investigated the selective cleavage of acyclic acetals with the reagent system, ZrCl_4-LiAlH_4. The results indicate that this system is very useful for the cleavage of acyclic acetals to the corresponding asymmetric ethers. 展开更多
关键词 SYNTHESIS OF ASYMMETRIC ETHERS CLEAVAGE OF ACYCLIC acetals WITH ZrCl4-LiAlH4 OVER ZHANG
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CONVERSION OF ACETALS AND KETALS TO CARBONYL COMPOUNDS PROMOTED BY ZrCl_4-NaBH_4
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作者 Shao Zu WU Hui Dong WANG Ning CHENG Department of Chemistry,Lanzhou University.Lanzhou,730000 《Chinese Chemical Letters》 SCIE CAS CSCD 1991年第1期47-50,共4页
In our study on the chemistry of ZrCl_4-NaBH_4,we have found that aldehydes and ketones can be regenerated from acetals and ketals at 30℃ in Et_2O in high yield The reaction mechanism was discussed.
关键词 MS GC CONVERSION OF acetals AND KETALS TO CARBONYL COMPOUNDS PROMOTED BY ZrCl4-NaBH4
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Catalytic synthesis of acetals and ketals with H3PW12O40/PAn 被引量:11
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作者 YANG Shuijin ZHANG Yijun +1 位作者 DU Xinxian Philippe G. Merle 《Rare Metals》 SCIE EI CAS CSCD 2008年第1期89-94,共6页
A new environmental friendly catalyst H3PW12O40/PAn was prepared and identified by means of FT-IR,XRD,and TG/DTA.The optimum conditions have been found;that is,the mass ratio of PAn to H3PW12O40 is 1:1.5,the volume o... A new environmental friendly catalyst H3PW12O40/PAn was prepared and identified by means of FT-IR,XRD,and TG/DTA.The optimum conditions have been found;that is,the mass ratio of PAn to H3PW12O40 is 1:1.5,the volume of methanol is 20 mL,and the reflux reaction time is 3 h.The structural identity of Keggin units is preserved after the incorporation into polyaniline matrix.Catalytic activities of H3PW12O40/PAn in synthesizing 2-methyl-2-ethoxycarbonylmethyl-1,3-dioxolane,2,4-dimethyl-2-ethoxycarbonylmethyl-1,3-dioxolane,cyclohexanone ethylene ketal,cyclohexanone 1,2-propanediol ketal,butanone ethylene ketal,butanone 1,2-propanediol ketal,2-phenyl-1,3-dioxolane,4-methyl-2-phenyl-1,3-dioxolane,2-propyl-1,3-dioxolane,and 4-methyl-2-propyl-1,3-dioxolane were reported.It has been demon-strated that H3PW12O40/PAn is an excellent catalyst.Various factors concerned in these reactions were investigated.The optimum conditions are as follows:the molar ratio of aldehyde/ketone to glycol(r) is 1:1.5,the mass ratio of the catalyst used to the reactants is 0.6%,and the reaction time is 1.0 h.Under these conditions,the yield is as follows:2-methyl-2-ethoxycarbonylmethyl-1,3-dioxolane,69.0%;2,4-dimethyl-2-ethoxycarbonylmethyl-1,3-dioxolane,79.5%;cyclohexanone ethylene ketal,78.9%;cyclohexanone 1,2-propanediol ketal,85.3%;butanone ethylene ketal,56.9%;butanone 1,2-propanediol ketal,78.1%;2-phenyl-1,3-dioxolane,76.3%;4-methyl-2-phenyl-1,3-dioxolane,94.2%;2-propyl-1,3-dioxolane,70.7%;and 4-methyl-2-propyl-1,3-dioxolane,79.2%. 展开更多
关键词 phosphotungstic acid ACETAL KETAL POLYANILINE catalysis
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Tungstophosphoric heteropolyacid supported onto neutral alumina: characterization and synthesis of acetals and ketals 被引量:6
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作者 GAO Jinzhang WEI Yunxia WANG Xuemei YANG Wu 《Rare Metals》 SCIE EI CAS CSCD 2007年第2期152-157,共6页
Tungstophosphoric acid (HPW) catalyst supported on the neural alumina was studied. It was prepared by means of an equilibrium and incipient wetness impregnation technique. Solution of HPW in 50% V/V ethanol-water wa... Tungstophosphoric acid (HPW) catalyst supported on the neural alumina was studied. It was prepared by means of an equilibrium and incipient wetness impregnation technique. Solution of HPW in 50% V/V ethanol-water was used to impregnate Al2O3 at 25℃. It was found that the catalyst containing 30% PW by calcination at 500℃ showed a higher catalytic activity in the synthesis of acetals and/or ketals. In the following condition, that is, the molar ratio of aldehyde/ketone to glycol being 1:1.5, the mass fraction of the catalyst used was 0.5%, and the reaction time was 1.0 h; the yields of ketals and acetals could reach up to 60.5%-86.7%. Moreover, it could be easily recovered and reused. 展开更多
关键词 HETEROPOLYACID tungstophosphodc catalyst catalytic activity ACETAL ketal.
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Polyaniline Supported 12-Tungstosilicic Acid as the Catalyst for Acetals and Ketals Synthesis 被引量:1
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作者 杨永金 PHILIPPE G Merle 《Journal of Wuhan University of Technology(Materials Science)》 SCIE EI CAS 2009年第3期371-375,共5页
A novel environmental friendly catalyst, H4SiW12O40/PAn was prepared and identified by FT-IR, XRD and TG/DTA. The optimal synthetic protocol was a PAn to H4SiW12O40 mass ratio of 1 : 1, a 20 mL of methanol and a reac... A novel environmental friendly catalyst, H4SiW12O40/PAn was prepared and identified by FT-IR, XRD and TG/DTA. The optimal synthetic protocol was a PAn to H4SiW12O40 mass ratio of 1 : 1, a 20 mL of methanol and a reaction time of 2 h at reflux. It was used in catalytic synthesis of ten important ketals and acetals with a high catalytic activity. With an aldehyde/ketone to glycol molar ratio of 1 : 1.5 and a 1 wt% catalyst loading, the yields of ketals and acetals could reach 60.0%- 93.8 % after 1 h. 展开更多
关键词 12-tungstosilicic acid POLYANILINE ACETAL KETAL catalysis
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A New Solvent-free Synthesis of a, a'-Dibenzylidenecycloalkanones from Acetals with Cycloalkanones under Microwave Irradiation 被引量:1
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作者 Dan Feng HUANG Jin Xian WANG Yu Lai HU 《Chinese Chemical Letters》 SCIE CAS CSCD 2003年第4期333-334,共2页
A new rapid synthetic method is described for synthesis of a, a-dibenzylidene- cycloalkanones by the reaction of acetals and cycloalkanones without solvent using BF3稥t2O as catalyst under microwave irradiation.
关键词 Cycloalkanone ACETAL Lewis acid microwave irradiation.
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THE EFFECTS OF MONOMER STRUCTURE OF CYCLIC KETENE ACETALS ON THE BEHAVIOR OF CONTROLLED RADICAL RING-OPENING POLYMERIZATION
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作者 袁金颖 《Chinese Journal of Polymer Science》 SCIE CAS CSCD 2002年第1期9-14,共6页
Polymerization of three cyclic ketene acetals: i.e., 5,6-benzo-2-methylene-1,3-dioxepane (BMDO), 2-methylene-4phenyl-1,3-dioxolane (MPDO) and 4,7-dimethyl-2-methylene-1,3-dioxepane (DMMDO) were carried out in the pres... Polymerization of three cyclic ketene acetals: i.e., 5,6-benzo-2-methylene-1,3-dioxepane (BMDO), 2-methylene-4phenyl-1,3-dioxolane (MPDO) and 4,7-dimethyl-2-methylene-1,3-dioxepane (DMMDO) were carried out in the presence of ethyl alpha -bromobutyrate/CuBr/2,2'-bipyridine respectively. The structures of poly(BMDO), poly(MPDO) and poly(DMMDO) were characterized by H-1 and C-13-NMR spectra. The effects of monomer structure on the behavior of atom transfer free radical ring-opening polymerization were investigated and the mechanism of controlled free radical ring-opening polymerization was discussed. 展开更多
关键词 controlled radical polymerization ring-opening polymerization atom transfer radical polymerization cyclic ketene acetal
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A highly efficient transacetalization of 2-formylpyrrole acetals in alkaline media
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作者 Zhao Hua Yan Run Hua Kang +1 位作者 Yong Jie Liu Sen Lin 《Chinese Chemical Letters》 SCIE CAS CSCD 2012年第1期33-36,共4页
The reaction of 2-formylpyrrole acetals with sodium alkoxide in alcohols at reflux temperature smoothly proceeded to generate corresponding transacetalization products in nearly quantitative yields.A plausible mechani... The reaction of 2-formylpyrrole acetals with sodium alkoxide in alcohols at reflux temperature smoothly proceeded to generate corresponding transacetalization products in nearly quantitative yields.A plausible mechanism involving the formation of a highly reactive intermediate azafulvene species was proposed to explain the observed transformation. 展开更多
关键词 2-Formylpyrrole acetal Transacetalization Sodium alkoxide
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Domino Cross Dehydrogenative Coupling of 2-Aryl Acetals with Ketones Using DDQ as Oxidant and Reactant Precursor
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作者 李江胜 蔡菲菲 +4 位作者 李志伟 薛媛 程超 刘卫东 曹忠 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2012年第8期1699-1701,共3页
A novel domino cross dehydrogenative coupling of 2-aryl acetals with unmodified ketones has been developed, using DDQ as both the oxidant and reactant precursor.
关键词 acetals C--H activation DDQ cross dehydrogenative coupling KETONES
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Application of Functionalized N,S-Ketene Acetals Microwave- Assisted Three-Component Domino Reaction for Rapid Direct Access to Imidazo[1,2-a]pyridines
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作者 Li, Ming Li, Tengfei +2 位作者 Zhao, Kelong Wang, Mingda Wen, Lirong 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2013年第8期1033-1038,共6页
Imidazo[1,2-a]pyridines have been successfully synthesized in moderate to good yields via a tandem three- component reaction of ethyl 2-(3-oxo-3-arylpropanethioamido)acetates with aromatic aldehydes and malononitril... Imidazo[1,2-a]pyridines have been successfully synthesized in moderate to good yields via a tandem three- component reaction of ethyl 2-(3-oxo-3-arylpropanethioamido)acetates with aromatic aldehydes and malononitrile by means of microwave irradiation using DABCO as the catalyst. The advantages of this method including high chemo- and regioselectivity make this new strategy highly attractive. 展开更多
关键词 imidazo[1 2-a]pyridines N S-ketene acetals multicomponent reaction domino reaction microwaveirradiation
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Chitosan alleviates symptoms of Parkinson's disease by reducing acetate levels, which decreases inflammation and promotes repair of the intestinal barrier and blood–brain barrier
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作者 Yinying Wang Rongsha Chen +7 位作者 Guolin Shi Xinwei Huang Ke Li Ruohua Wang Xia Cao Zhongshan Yang Ninghui Zhao Jinyuan Yan 《Neural Regeneration Research》 2026年第1期377-391,共15页
Studies have shown that chitosan protects against neurodegenerative diseases. However, the precise mechanism remains poorly understood. In this study, we administered chitosan intragastrically to an MPTP-induced mouse... Studies have shown that chitosan protects against neurodegenerative diseases. However, the precise mechanism remains poorly understood. In this study, we administered chitosan intragastrically to an MPTP-induced mouse model of Parkinson's disease and found that it effectively reduced dopamine neuron injury, neurotransmitter dopamine release, and motor symptoms. These neuroprotective effects of chitosan were related to bacterial metabolites, specifically shortchain fatty acids, and chitosan administration altered intestinal microbial diversity and decreased short-chain fatty acid production in the gut. Furthermore, chitosan effectively reduced damage to the intestinal barrier and the blood–brain barrier. Finally, we demonstrated that chitosan improved intestinal barrier function and alleviated inflammation in both the peripheral nervous system and the central nervous system by reducing acetate levels. Based on these findings, we suggest a molecular mechanism by which chitosan decreases inflammation through reducing acetate levels and repairing the intestinal and blood–brain barriers, thereby alleviating symptoms of Parkinson's disease. 展开更多
关键词 ACETATE adenosine 5′-monophosphate-activated protein kinase blood–brain barrier CHITOSAN dopamine neurons INFLAMMATION intestinal barrier Parkinson's disease peroxisome proliferator-activated receptor delta short-chain fatty acids
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Solid-state emissive biphenylene bridged bisaroyl-S,N-ketene acetals as distinct aggregation-induced enhanced emitters and fluorometric probes
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作者 Lukas Biesen Thomas J.J.Muller 《Aggregate》 2021年第5期179-184,共6页
Biphenylene bridged bisaroyl-S,N-ketene acetals can be readily synthesized by a one-pot Masuda borylation-Suzuki arylation sequence,thus,yielding a library of 20 bisaroyl-S,N-ketene acetals with tunable solid-state em... Biphenylene bridged bisaroyl-S,N-ketene acetals can be readily synthesized by a one-pot Masuda borylation-Suzuki arylation sequence,thus,yielding a library of 20 bisaroyl-S,N-ketene acetals with tunable solid-state emission and aggregationinduced enhanced emission characteristics depending on the para substituents in the starting material.Potential applications as fluorometric probe of alcoholic beverages are outlined. 展开更多
关键词 aggregation-induced emission aroyl-S N-ketene acetals liquor sensors one-pot reaction SOLID-STATE
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Acetalization of Carbonyl Compounds as Pentaerythritol Diacetals and Diketals in the Presence of Cellulose Sulfuric Acid as an Efficient, Biodegradable and Reusable Catalyst 被引量:6
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作者 Shaterian, Hamid Reza Rigi, Fatemeh 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2012年第3期695-698,共4页
This paper reports a practical and green method for the acetalization of carbonyl compounds as pentaerythritol diacetals and diketals derivatives using cellulose sulfuric acid as a biodegradable and reusable solid aci... This paper reports a practical and green method for the acetalization of carbonyl compounds as pentaerythritol diacetals and diketals derivatives using cellulose sulfuric acid as a biodegradable and reusable solid acid catalyst under thermal solvent-free conditions. 展开更多
关键词 synthetic method aldehyde cellulose sulfuric acid pentaerythritol solvent-free acetalization
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Direct aerobic oxidation of monoalcohol and diols to acetals using tandem Ru@MOF catalysts 被引量:2
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作者 Songwei Zhang Jerry Pui Ho Li +9 位作者 Jingpeng Zhao Dan Wu Biao Yuan Willinton Yesid Hernandez Wen-Juan Zhou Tao He Yi Yu Yong Yang Vitaly Ordomsky Tao Li 《Nano Research》 SCIE EI CAS CSCD 2021年第2期479-485,共7页
The aerobic oxidation of monoalcohols and diols to acetals is an important academic and industrial challenge for the production of fine chemicals and intermediates.The existing methods usually rely on a two-step proce... The aerobic oxidation of monoalcohols and diols to acetals is an important academic and industrial challenge for the production of fine chemicals and intermediates.The existing methods usually rely on a two-step process in which alcohols are first oxidized to aldehydes over metal catalysts(Ru,Pt,Pd)and then acetalized using acids.Due to the instability of aldehydes,how to avoid over-oxidation to their respective carboxylic acids and esters is a long-standing challenge.For this reason,certain non-conjugated dialdehydes have never been successfully produced from diol oxidation.Hereby we report a Ru@metal-organic framework(MOF)tandem catalyst containing ultra-fine Ru nanoparticles(<2 nm)for direct alcohol to acetal conversion of monoalcohol and diols with noformation of carboxylic acids.Mechanistic study reveals that the presence of Lewis acid sites in the MOF work in concert with Ru active sites to promptly convert aldehydes to acetals thereby effectively suppressing the formation of over-oxidation byproducts. 展开更多
关键词 metal-organic framework Ru nanoparticles aerobic oxidation ALCOHOLS ACETALIZATION
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