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Manganese-Catalyzed Anti-Markovnikov Hydroarylation of Enamides:Modular Synthesis of Arylethylamines

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Chinese Journal of Chemistry 2022年第13期40卷 1546-1552页

作者： Yjie He Chaoyu Du Jian Han Jie Han chengjian zhu Jin Xie State Key Laboratory of Coordination Chemistry Jiangsu Key Laboratory of Advanced Organic Materials Chemistry and Biomedicine Innovation Center(ChemBIC)School of Chemistry and Chemical EngineeringNanjing UniversityNanjingJiangsu 210023China Green Catalysis Center College of Chemistry and Molecular EngineeringZhengzhou UniversityZhengzhouHenan 45000iChina Advanced Catalytic Engineering Research Center of the Ministry of Education Hunan UniversityChangshaHunan 410082China

The arylethylamine framework is a prevalent motif in a great range of biologically important organic compounds.One intractable task for frontline drug discovery is to find structurally new medicine candidates instead of opioid,based on the construction of a rich chemical space of arylethylamine motif In this report,a practical protocol for the synthesis of arylethylamine functionality common in pharmaceutical chemicals has been developed.It proceeds by Mn-catalyzed anti-Markovnikov hydroarylation of electron-rich enamides under mild conditions without the use of ligands.In spite of mismatched electronic effects during the manganese-mediated migratory insertion process,both terminal and internal enamides can be regioselectively hydroarylated with various aryl boronic acids in 15 min.Also,the successful hydroalkenylation of enamides with alkenyl boronic acids in air atmosphere affords an elegant route to synthetically useful β-alkenylated amines in satisfactory yields.The synthetic robustness and practicality of the reaction reveal its simple operation,short reaction time,viability on a gram-scale and its value in late-stage modification of complex molecules.

关键词： Alkenes Anti-Markovnikov Homogeneous catalysis Amines Difunctionalization

Safety assessment of a novel marine multi-stress-tolerant yeast Meyerozyma guilliermondii GXDK6 according to phenotype and whole genome-sequencing analysis

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Food Science and Human Wellness 2024年第4期13卷 2048-2059页

作者： Xueyan Mo Mengcheng Zhou Yanmei Li Lili Yu Huashang Bai Peihong Shen Xing Zhou Haojun zhu Huijie Sun Ru Bu chengjian Jiang State Key Laboratory for Conservation and Utilization of Subtropical Agro-Bioresources Guangxi Research Center for Microbial and Enzyme Engineering TechnologyCollege of Life Science and TechnologyGuangxi UniversityNanning 530004China National Engineering Research Center for Non-Food Biorefinery State Key Laboratory of Non-Food Biomass and Enzyme TechnologyGuangxi Research Center for Biological Science and TechnologyGuangxi Academy of SciencesNanning 530007China Guangxi Key Laboratory for Green Processing of Sugar Resources College of Biological and Chemical EngineeringGuangxi University of Science and TechnologyLiuzhou 545006China

The application of microorganisms as probiotics is limited due to lack of safety evaluation.Here,a novel multi-stress-tolerant yeast Meyerozyma guilliermondii GXDK6 with aroma-producing properties was identified from marine mangrove microorganisms.Its safety and probiotic properties were assessed in accordance with phenotype and whole-genome sequencing analysis.Results showed that the genes and phenotypic expression of related virulence,antibiotic resistance and retroelement were rarely found.Hyphal morphogenesis genes(SIT4,HOG1,SPA2,ERK1,ICL1,CST20,HSP104,TPS1,and RHO1)and phospholipase secretion gene(VPS4)were annotated.True hyphae and phospholipase were absent.Only one retroelement(Tad1-65_BG)was found.Major biogenic amines(BAs)encoding genes were absent,except for spermidine synthase(JA9_002594),spermine synthase(JA9_004690),and tyrosine decarboxylase(inx).The production of single BAs and total BAs was far below the food-defined thresholds.GXDK6 had no resistance to common antifungal drugs.Virulence enzymes,such as gelatinase,DNase,hemolytic,lecithinase,and thrombin were absent.Acute toxicity test with mice demonstrated that GXDK6 is safe.GXDK6 has a good reproduction ability in the simulation gastrointestinal tract.GXDK6 also has a strong antioxidant ability,β-glucosidase,and inulinase activity.To sum up,GXDK6 is considered as a safe probiotic for human consumption and food fermentation.

关键词： Meyerozyma guilliermondii Safety assessment Probiotics Marine mangrove microorganisms Whole-genome sequencing analysis

Decarboxylative Acylation of Carboxylic Acids:Reaction Investigation and Mechanistic Study

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CCS Chemistry 2022年第7期4卷 2469-2480页

作者： Xiaopeng Wu Jie Han Siyu Xia Weipeng Li chengjian zhu Jin Xie State Key Laboratory of Coordination Chemistry Jiangsu Key Laboratory of Advanced Organic MaterialsChemistry and Biomedicine Innovation Center(ChemBIC)School of Chemistry and Chemical EngineeringNanjing UniversityNanjing 210023 State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic ChemistryShanghai 200032 Advanced Catalytic Engineering Research Center of the Ministry of Education Hunan UniversityChangsha 410082

Ketones serve as one of the most critical building blocks in organic synthesis,involving numerous functional group transformations.Herein,we rep ort an unprecedented photoredox-nickel metallap hotoredox-catalyzed decarboxylative acylation of common aliphatic acids with readily available aromatic and aliphatic thioesters.A wide range of structurally diverse asymmetrical aryl alkyl and dialkyl ketones have been constructed in yields of up to 98% with this strategy.The protocol has excellent reaction selectivity and functional group compatibility,representing a significant step forward in ketone synthesis.The one-pot decarboxylative acylation at the gram scale from two different carboxylic acids and the late-stage application for the synthesis of complex ketones shows its synthetic robustness.Both mechanistic experiments and density functional theory(DFT)calculations suggest that the decarboxylative acylation reaction operates via an underdeveloped Ni(Ⅰ)-Ni(Ⅱ)-Ni(Ⅰ)-Ni(Ⅲ)-Ni(Ⅰ)catalytic cycle.

关键词： metallaphotoredox decarboxylative acylation ketones synthesis dual-catalysis carboxylic acid

A review of enantioselective dual transition metal/photoredox catalysis

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Science China Chemistry 2020年第5期63卷 637-647页

作者： Hong-Hao Zhang Hui Chen chengjian zhu Shouyun Yu Jiangsu Key Laboratory of Advanced Organic Materials School of Chemistry and Chemical EngineeringNanjing UniversityNanjing 210023China

Transition metal catalysis is one of the most important tools to construct carbon-carbon and carbon-heteroatom bonds in modern organic synthesis. Visible-light photoredox catalysis has recently drawn considerable attention of the scientific community owing to its unique activation modes and significance for the green synthesis. The merger of photoredox catalysis with transition metal catalysts, termed metallaphotoredox catalysis, has become a popular strategy for expanding the synthetic utility of visiblelight photocatalysis. This strategy has led to the discovery of novel asymmetric transformations, which are unfeasible or not easily accessible by a single catalytic system. This contemporary area of organic chemistry holds promise for the development of economical and environmentally friendly methods for the asymmetric synthesis of chiral compounds. In this review, the advances in the enantioselective metallaphotoredox catalysis(EMPC) are summarized.

关键词： transition metal catalysis photoredox catalysis dual catalysis asymmetric catalysis

基于德尔菲法和层次分析法构建健康企业评价指标体系的研究

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中华劳动卫生职业病杂志 2024年第2期42卷 112-117页

作者：朱嫒嫒曹承建张磊李金涛傅红朱康钱宝杭州市职业病防治院医教科杭州310014 杭州市职业病防治院院长室杭州310014 杭州市健康城市指导中心健康城市评价科杭州310000 杭州市职业病防治院职业卫生科杭州310014 杭州师范大学公共卫生学院杭州310000

目的探索应用德尔菲(Delphi)法和层次分析法探索构建科学、客观、全面的健康企业建设评价指标体系,推动健康企业建设。方法于2022年10月,通过德尔菲专家咨询法和层次分析法,筛选指标并确定指标的权重,建立健康企业评价指标体系。结果两... 详细信息

目的探索应用德尔菲(Delphi)法和层次分析法探索构建科学、客观、全面的健康企业建设评价指标体系,推动健康企业建设。方法于2022年10月,通过德尔菲专家咨询法和层次分析法,筛选指标并确定指标的权重,建立健康企业评价指标体系。结果两轮专家积极系数均为100.00%,专家权威系数为0.82,两轮指标的变异系数均<0.30,第一轮和第二轮专家协调系数分别为0.64和0.77(P<0.001)。经过两轮德尔菲法专家咨询,构建了包含4个一级指标、14个二级指标、63个三级指标的健康企业评价指标体系。结论构建的健康企业评价指标体系具有较高的科学性和可靠性,涵盖健康企业建设的主要因素,为健康企业创建提供可靠、可量化的依据和自评依据。

关键词：职业健康企业德尔菲法健康企业指标体系层次分析法

Dinuclear gold-catalyzed C–H bond functionalization of cyclopropenes

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Science China Chemistry 2021年第11期64卷 1958-1963页

作者： Kai Liu Tingrui Li Duan-Yang Liu Weipeng Li Jian Han chengjian zhu Jin Xie State Key Laboratory of Coordination Chemistry Jiangsu Key Laboratory of Advanced Organic MaterialsChemistry and Biomedicine Innovation Center(ChemBIC)School of Chemistry and Chemical EngineeringNanjing UniversityNanjing210023China College of Chemical Engineering Zhejiang University of TechnologyHangzhou310014China College of Chemistry and Molecular Engineering Zhengzhou UniversityZhengzhou450001China Advanced Catalytic Engineering Research Center of the Ministry of Education Hunan UniversityChangsha410082China

We report an unprecedented C-H bond functionalization of cyclopropenes enabled by dinuclear gold catalysis.Highly selective C-H allylation,alkynylation and halogenation of cyclopropenes with organic halides have been realized.The reaction does not require strong external oxidants and affords access to functionalized cyclopropenes in moderate to good yields.The reductive elimination process to controllably construct C-C or C-X bonds can be tuned by using different dinuclear gold catalysts.

关键词： cyclopropenes gold catalysis allylation alkynylation C–H activation

Production,purific tion,characterization and application of two novel endoglucanases from buffalo rumen metagenome

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Journal of Animal Science and Biotechnology 2023年第3期14卷 1235-1251页

作者： Zhenxiang Meng chengjian Yang Jing Leng Weiyun zhu Yanfen Cheng Laboratory of Gastrointestinal Microbiology National Center for International Research On Animal Gut NutritionNanjing Agricultural UniversityNanjing 210095China Buffalo Research Institute Chinese Academy of AgriculturalNanning 530000China Key Laboratory of Animal Nutrition and Feed Science of Yunnan Province Yunnan Agricultural UniversityKunming 650000China

Background Lignocellulose biomass is the most abundant and renewable material in nature.The objectives of this study were to characterize two endoglucanases Trep Cel3 and Trep Cel4,and determine the effect of the combination of them(1.2 mg Trep Cel3,0.8 mg Trep Cel4)on in vitro rumen fermentation characteristics.In this study,three nature lignocellulosic substrates(rice straw,RS;wheat straw,WS;leymus chinensis,LC)were evaluated for their in vitro digestibility,gas,NH3-N and volatile fatty acid(VFA)production,and microbial protein(MCP)synthesis by adding enzymatic combination.Methods Two endoglucanases’genes were successfully expressed in Escherichia coli(E.coli)BL21(DE3),and enzymatic characteristics were further characterized.The combination of Trep Cel3 and Trep Cel4 was incubated with lignocellulosic substrates to evaluate its hydrolysis ability.Results The maximum enzymatic activity of Trep Cel3 was determined at p H 5.0 and 40℃,while Trep Cel4 was at p H 6.0 and 50℃.They were stable over the temperature range of 30 to 60℃,and active within the p H range of 4.0 to 9.0.The Trep Cel3 and Trep Cel4 had the highest activity in lichenan 436.9±8.30 and 377.6±6.80 U/mg,respectively.The combination of Trep Cel3 and Trep Cel4 exhibited the highest efficiency at the ratio of 60:40.Compared to maximum hydrolysis of Trep Cel3 or Trep Cel4 separately,this combination was shown to have a superior ability to maximize the saccharification yield from lignocellulosic substrates up to 188.4%for RS,236.7%for wheat straw WS,222.4%for LC and 131.1%for sugar beet pulp(SBP).Supplemental this combination enhanced the dry matter digestion(DMD),gas,NH3-N and VFA production,and MCP synthesis during in vitro rumen fermentation.Conclusions The Trep Cel3 and Trep Cel4 exhibited the synergistic relationship(60:40)and significantly increased the saccharification yield of lignocellulosic substrates.The combination of them stimulated in vitro rumen fermentation of lignocellulosic substrates.This combination has the potential to be a feed addit

关键词： Endoglucanase In vitro Lignocellulosic substrates Rumen fermentation

Fibrous Aerogels with Tunable Superwettability for High-Performance Solar-Driven Interfacial Evaporation

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Nano-Micro Letters 2023年第5期15卷 51-68页

作者： chengjian Xu Mengyue Gao Xiaoxiao Yu Junyan Zhang Yanhua Cheng Meifang zhu State Key Laboratory for Modification of Chemical Fibers and Polymer Materials College of Materials Science and EngineeringDonghua UniversityShanghai 201620People’s Republic of China

Solar-driven interfacial evaporation is an emerging technology for water desalination.Generally,double-layered structure with separate surface wettability properties is usually employed for evaporator construction.However,creating materials with tunable properties is a great challenge because the wettability of existing materials is usually monotonous.Herein,we report vinyltrimethoxysilane as a single molecular unit to hybrid with bacterial cellulose(BC)fibrous network,which can be built into robust aerogel with entirely distinct wettability through controlling assembly pathways.Siloxane groups or carbon atoms are exposed on the surface of BC nanofibers,resulting in either superhydrophilic or superhydrophobic aerogels.With this special property,single component-modified aerogels could be integrated into a double-layered evaporator for water desalination.Under 1 sun,our evaporator achieves high water evaporation rates of 1.91 and 4.20 kg m^(-2)h^(-1)under laboratory and outdoor solar conditions,respectively.Moreover,this aerogel evaporator shows unprecedented lightweight,structural robustness,long-term stability under extreme conditions,and excellent salt-resistance,highlighting the advantages in synthesis of aerogel materials from the single molecular unit.

关键词： Cellulose aerogel Tunable wettability Thermal insulation Robust interface Solar vapor generation

复杂地质条件土层参数对暗挖的影响与地表沉降监测

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粘接 2024年第4期51卷 161-164页

作者：祝李京覃亚伟江承建武汉华中科大检测科技有限公司湖北武汉430074 中建三局基础设施建设投资有限公司湖北武汉430061

针对地铁暗挖区间地表沉降的监测难度较大问题,基于卵石、泥岩复杂地质的土层参数影响开展有效分析,提出卵石、泥岩地质条件下地铁暗挖区间地表沉降监测研究方法。构建了地铁暗挖区间有限元分析模型,设定土体参数值,将参数代入有限元分... 详细信息

针对地铁暗挖区间地表沉降的监测难度较大问题,基于卵石、泥岩复杂地质的土层参数影响开展有效分析,提出卵石、泥岩地质条件下地铁暗挖区间地表沉降监测研究方法。构建了地铁暗挖区间有限元分析模型,设定土体参数值,将参数代入有限元分析模型,得到土体参数弹性模量、内摩擦角和粘聚力对地表沉降影响;按照当前工程概况设定相应的监测方案,监测地表沉降。由监测结果可知,地铁暗挖区间掘进后会使地表沉降出现明显的滞后规律,导致地铁暗挖区间的累计沉降值大,存在危害性。

关键词：卵石、泥岩地质地铁暗挖区间地表沉降监测离散性