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AI for organic and polymer synthesis

Science China Chemistry 2024年第8期67卷 2461-2496页

作者： Xin Hong Qi Yang Kuangbiao Liao Jianfeng Pei Mao Chen Fanyang Mo Hua Lu Wen-Bin Zhang Haisen Zhou Jiaxiao Chen Lebin Su Shuo-Qing Zhang Siyuan Liu Xu Huang Yi-Zhou Sun Yuxiang Wang Zexi Zhang Zhunzhun Yu Sanzhong Luo Xue-Feng Fu Shu-Li You Center of Chemistry for Frontier Technologies Department of ChemistryZhejiang UniversityHangzhou 310027China Center of Basic Molecular Science Department of ChemistryTsinghua UniversityBeijing 100084China Guangzhou National Laboratory Guangzhou 510005China Center for Quantitative Biology Academy for Advanced Interdisciplinary StudiesPeking UniversityBeijing 100871China State Key Laboratory of Molecular Engineering of Polymers Department of Macromolecular ScienceFudan UniversityShanghai 200433China School of Materials Science and Engineering Peking UniversityBeijing 100871China Beijing National Laboratory for Molecular Sciences Center for Soft Matter Science and EngineeringKey Laboratory of Polymer Chemistry and Physics of Ministry of EducationCollege of Chemistry and Molecular EngineeringPeking UniversityBeijing 100871China AI for Science(AI4S)-Preferred Program Shenzhen Graduate SchoolPeking UniversityShenzhen 518055China State Key Laboratory of Chemical Biology Shanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of SciencesShanghai 200032China Department of Chemical Sciences National Natural Science Foundation of ChinaBeijing 100085China State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic ChemistryChinese Academy of SciencesShanghai 200032China

Recent years have witnessed the transformative impact from the integration of artificial intelligence with organic and polymer synthesis. This synergy offers innovative and intelligent solutions to a range of classic problems in synthetic chemistry. These exciting advancements include the prediction of molecular property, multi-step retrosynthetic pathway planning, elucidation of the structure-performance relationship of single-step transformation, establishment of the quantitative linkage between polymer structures and their functions, design and optimization of polymerization process, prediction of the structure and sequence of biological macromolecules, as well as automated and intelligent synthesis platforms. Chemists can now explore synthetic chemistry with unprecedented precision and efficiency, creating novel reactions, catalysts, and polymer materials under the datadriven paradigm. Despite these thrilling developments, the field of artificial intelligence(AI) synthetic chemistry is still in its infancy, facing challenges and limitations in terms of data openness, model interpretability, as well as software and hardware support. This review aims to provide an overview of the current progress, key challenges, and future development suggestions in the interdisciplinary field between AI and synthetic chemistry. It is hoped that this overview will offer readers a comprehensive understanding of this emerging field, inspiring and promoting further scientific research and development.

关键词： organic synthesis polymer synthesis machine learning prediction chemical database automated synthesis

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Carbohydrate-derived porous carbon materials:An ideal platform for green organic synthesis

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Chinese Chemical Letters 2022年第1期33卷 186-196页

作者： Yamei Lin Jie Yu Xing Zhang Jingkun Fang Guo-Ping Lu He Huang School of Food Science and Pharmaceutical Engineering Nanjing Normal UniversityNanjing 210023China School of Pharmaceutical Sciences Nanjing Tech UniversityNanjing 210009China School of Chemical Engineering Nanjing University of Science and TechnologyNanjing 210094China

Porous carbon materials have attracted much attention in the field of organic synthesis in recent years,due to their tunable properties,excellent catalytic activity and ***-based carbohydrates emerge as an ideal precursor for the generation of these materials owing to their renewability,low cost,non-toxicity and high content of functional ***,carbon materials prepared from carbohydrates is of considerable importance for the sustainable development of organic *** present review not only summarizes recent examples of carbohydrate-derived porous carbon material-catalyzed organic reactions including the oxidation,hydrogenation,cross-coupling,esterification and condensation reactions,but also introduces the preparation and functionalization strategies of these ***,the challenges and opportunities of organic synthesis over these sustainable materials have also been *** review will stimulate further research on exploring novel carbohydrate-derived porous carbon materials and new sustainable organic synthetic processes over these materials.

关键词： Carbohydrates Carbon materials Green chemistry Catalysis organic synthesis

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Control of selectivity in organic synthesis via heterogeneous photocatalysis under visible light

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Nano Research Energy 2022年第1期1卷 90-109页

作者： Yitao Dai Yujie Xiong Suzhou Institute for Advanced Research University of Science and Technology of ChinaSuzhou 215123China School of Chemistry and Materials Science University of Science and Technology of ChinaHefei 230026China

organic synthesis driven by heterogeneous catalysis is a central research theme to both fundamental research and industrial production of fine ***,the employment of stoichiometric strong oxidizing or reducing reagents(e.g.,K_(2)Cr_(2)O_(7) and LiAlH_(4))and harsh reaction conditions(e.g.,high temperature and pressure)always leads to the products of overreaction and other by-product residues(e.g.,salt and acid waste).Thus the poor control of product selectivity and tremendous energy consumption result in the urgent demand to develop novel technologies for heterogeneous *** the current global theme of development in CO_(2) reduction and sustainable energy utilization,one promising protocol is heterogeneous *** enables sustainable solar-to-chemical energy conversion under mild conditions(e.g.,room temperature,ambient pressure,and air as the oxidant)and offers unique reaction pathways for improved selectivity *** accurately tailor the selectivity of desired products,the electronic structure(e.g.,positions of valence-band maximum and conduction-band minimum),geometric structure(e.g.,nanorod,nanosheet,and porous morphology),and surface chemical micro-environment(e.g.,vacancy sites and co-catalysts)of heterogeneous photocatalysts require rational design and *** this review,we will briefly analyze some effective photocatalytic systems with the excellent regulation ability of product selectivity in organic transformations(mainly oxidation and reduction types)under visible light irradiation,and put forward opinions on the optimal fabrication of nanostructured photocatalysts to realize selective organic synthesis.

关键词： organic synthesis selectivity control heterogeneous photocatalysis photocatalyst design visible light irradiation

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Merging cobalt catalysis and electrochemistry in organic synthesis

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Chinese Chemical Letters 2021年第3期32卷 963-972页

作者： Junsong Zhong Yi Yu Dongliang Zhang Keyin Ye Key Laboratory of Molecule synthesis and Function Discovery(Fujian Province University) College of ChemistryFuzhou UniversityFuzhou 350108China

There is an increasing demand of using the low-cost and sustainable cobalt to replace its noble congeners(rhodium and iridium)as reflected by the recent upsurge of cobalt catalysis in the diverse organic *** all the redox reactivity of cobalt catalysis highly relies on the capability of the interconversion between their oxidation states(most frequently+1,+2 and+3),electrochemistry perfectly meets such a require ment owing to its outstanding perfo rmance in the redox *** this review,we highlight the recent advances in the merger of cobalt catalysis and electrochemistry in organic synthesis.

关键词： Cobalt Catalysis Electrochemistry organic synthesis Sustainable chemistry

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Development of a Novel, Oxidatively Activated, Safety-Catch Linker for Solid-Phase Asymmetric organic synthesis (SPOS)

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有机化学 2004年第Z1期24卷 334-335页

作者： LIN,Jun Hjalmar Skarphedinsson Stepehen G.Davies Department of Applied Chemistry Yunnan University Kunming 650091 The Dyson Perrins Laboratory University of Oxford South Parks Road Oxford OX1 3QY UK The Dyson Perrins Laboratory University of Oxford South Parks Road Oxford OX1 3QY UK

　　Solid-phase asymmetric organic synthesis has become a very important synthetic strategy within the organic chemistry community.[1] Critical to success in SPOS is a linking strategy which allows both the substrate to be loaded and the product released efficiently from the polymeric support. A safety catch linker[2] (SCL) is in principle a linking molecule orthogonal to the reaction conditions of the library synthesis, which can be easily activated by a simple chemical transformation to allow efficient cleavage of the products from the polymer under mild conditions. In order to introduce the SuperQuat chiral auxiliaries[3] for SOPS, we report herein design and synthesis of a novel safety catch linker for asymmetric conjugate addition reactions.……

关键词： safety catch chemical transformation design and synthesis addition reactions organic synthesis organic chemistry

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organic synthesis of liriodenine,a natural oxoaporphine alkaloid

Organic synthesis of liriodenine,a natural oxoaporphine alka...

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中国化学会第十二届全国天然有机化学学术会议

作者： Jing Hua Yan-Tao Qin Yan-Cheng Liu Zhen-Feng Chen Hong Liang State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources School of Chemistry & Pharmaceutical SciencesGuangxi Normal University

Liriodenine is a kind of natural-derived oxoaporphine alkaloid,which can be found in a series of natural plants,such as Zanthoxylum nitidum(Roxb.) *** fastuosum Huang,which was collected from Dayao mountain of Guangxi *** showed significant biological activities,such as antitumor activity,antibacterial activity and antivirus activity,*** was generally ascribed to the moderate and rigid aromatic plane of ***,due to very low content in the natural plants,its further studies was *** this work,2-bromo-benzene ethanoic acid and 2-(3,4-methylenedioxyphenyl)ethylamine was used as starting material to organically synthesize *** total seven-step reaction was finished by using the DCC and DMAP as the acylation catalyst,POCl as the cyclization of oxidant,NaBH4 as the reducing reagent,and Mn(OAc) as the oxidant *** chemical structure of liriodenine was confirmed by IR, H-NMR,C-NMR,and X-ray single crystal diffraction analysis,and was compared with the naturally separated *** total yield of the synthesized liriodenine was moved up to ca.10%.This will help to effectively complement the deficiency of liriodenine from the natural products,and support further studies on this bio-active natural alkoloid.

关键词： Liriodenine Alkaloid organic synthesis Characterization Biological activity

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Atomically dispersed materials:Ideal catalysts in atomic era

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Nano Research 2024年第1期17卷 18-38页

作者： Tao Gan Dingsheng Wang Department of Chemistry Tsinghua UniversityBeijing 100084China

Catalysts can accelerate the chemical reaction rate and effectively promote the molecules transformation,which is of great significance in the research of chemical industry and material *** extreme utilization of reactive sites has led to the emergence and development of atomically dispersed materials(ADMs).The highly active coordination unsaturated metal sites and fully utilized metal atoms make ADMs show great potential in catalytic *** adjustment of coordination environment and electronic structure provides more possibilities for constructing reactive centers with different *** review summarized the application and research progress of ADMs in different *** design strategy and structure–activity relationship of ADMs for specific reactions were summarized and ***,we also provided advices for the challenges and opportunities faced by ADMs in catalytic reactions.

关键词： atomically dispersed materials catalysis organic synthesis battery sensor enzyme

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Bifunctional photocatalyst for H_(2) production and high-value product synthesis

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Journal of Materials Science & Technology 2023年第11期142卷 121-123页

作者： Jianjun Zhang Yao Le Yong Zhang School of Chemistry Chemical Engineering and BiotechnologyNanyang Technological University21 Nanyang LinkSingapore 637371Singapore College of Architecture and Materials Engineering Hubei University of EducationWuhan 430205China School of Chemistry and Chemical Engineering Hubei Polytechnic UniversityHuangshi 435003China

Recently,a bifunctional CdS/MoO_(2)/MoS_(2) photocatalyst has been reported for coupling hydrogen production and pyruvic acid ***_(2) and MoO_(2),which are synthesized in one step,facilitate the bifunctional integration of photocatalytic hydrogen evolution and pyruvic acid synthesis by accepting photogen-erated electrons and holes,*** work inspires the new idea of coupling hydrogen production with selective organic synthesis to obtain green hydrogen and high-value products.

关键词： CdS Hollow sphere Dual cocatalysts Hydrogen evolution organic synthesis

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NFSI-catalyzed S–S bond exchange reaction for the synthesis of unsymmetrical disulfides

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Chinese Chemical Letters 2022年第9期33卷 4269-4272页

作者： Mengjie Song Qingyue Hu Zheng-Yi Li Xiaoqiang Sun Ke Yang Jiangsu Key Laboratory of Advanced Catalytic Materials&Technology School of Petrochemical EngineeringChangzhou UniversityChangzhou 213164China Institute of Urban&Rural Mining Changzhou UniversityChangzhou 213164China

The metal-free S–S bond exchange reaction of symmetrical disulfides catalyzed by NFSI is described. This novel protocol provides a facile and efficient approach to accessing important unsymmetrical ***, this strategy could also be utilized in the late-stage functionalization of amino acids, drugs,and natural products. The broad substrate scope, good functional group tolerance and easy accessibility of catalyst indicate that this strategy affords a green and practical complementary method to various unsymmetrical disulfides.

关键词： Metal-free Ssingle bond S bond exchange NFSI Unsymmetrical disulfides organic synthesis

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Electrochemical borylation of nitroarenes

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Science China Chemistry 2023年第2期66卷 534-539页

作者： Linlin Du Binfeng Zhang Shuohan Ji Hu Cai Hua Zhang Key Laboratory of Catalysis and Energy Materials Chemistry of Ministry of Education&Hubei Key Laboratory of Catalysis and Materials Science School of Chemistry and Materials ScienceSouth-Central Minzu UniversityWuhan430074China School of Chemistry and Chemical Engineering Nanchang UniversityNanchang330031China

A simple electrochemically mediated method for the conversion of nitroarenes to aryl boronic esters is *** borylation of a diverse range of nitroarenes,including the late-stage borylation of bioactive molecules,is furnished at room temperature under simple conditions,thereby demonstrating the broad utility and functional-group tolerance of this *** transformation provides a convenient and practical access to aryl boronic esters from widely available nitroarenes,which would significantly streamline the synthetic process of diverse functionalized arenes.

关键词： electrochemistry borylation nitroarenes arylboronic esters organic synthesis

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