同济大学化学科学与工程学院

赵晓明

作者:时间:2015-03-10点击数:

赵晓明 教授

赵晓明,博士,教授,博士生导师

同济大学化学科学与工程学院

联系电话

+86-21-65981376

办公地址

原新闻中心205室&化学馆105室

E-mail

xmzhao08@tongji.edu.cn

研究方向:有机氟化学、不对称催化及材料化学

个人介绍

The biographical sketch

Xiao-Ming Zhao obtained his Ph.D. from Daliang University of Technology in 1995. Then, he did postdoctoral research at the University of Florida (UF) and University of Southern California (USC) in the group of Prof G.K.Prakash and Prof G.A.Olah. He is currently a professor in Tongji University at Shanghai. His research group’s interests were recognized by the award of a Thieme Chemistry Journal Award in 2012 and focus on reaction design, asymmetric synthesis and fluorine chemistry.

男,博士,2008年4月 经同济大学全球人才招聘进入同济工作,任教授、博士生导师。

毕业于大连理工大学。1998启留学美国八年。于佛罗里达大学、南加州大学等做博士后、高级副研究员。1995-1998及2004-2006于中国科学院上海有机化学有机所博士后学习与工作,任副研究员(短期在日本 S.I. Murahashi 教授组做访问教授)。归国后的研究受到国际同行关注,发表的文章多次被专业期刊,如:《Synfacts》、《Organic Chemistry Portal》和《ChemViews》积极评价、多篇被选为“亮点和封面文章”,应邀在《Synthesis》(2013, 45, 2051-69) 撰写综述,介绍成果。

科研与学术工作经历:

(1) 2008.4-至今,同济大学,化学科学与工程学院,教授;(2) 2006.4-2008.4,美国南加州大学,化学系, 高级副研究员,导师:G. A. Olan 教授 和 G. Prakash 教授;(3) 2004.2-2006.4,中国科学院上海有机化学研究所,氟化学实验室,副研究员;(4) 1998.4-2004.1,佛罗里达大学和德克萨斯大学,化学系,博士后,导师:K. Schanze 教授;(5) 1995.8-1998.4,中国科学院上海有机化学研究所,氟化学实验室,博士后。

个人荣誉与奖励:

2010年入选上海市“浦江人才”。

2012年获得 “Thieme化学期刊奖 《Thieme Chemistry Journal Award 2012》” ,该奖由国际著名期刊《Synlett,SynthesisandSynfacts》评选。

研究方向:

设计和发现新反应,并将其发展为有用的合成方法,用于目标分子 (如药物、功能材料、与天然产物)的合成。有机氟化学包括氟化新方法、含氟材料等研究。有机材料化学如:液晶、非线性材料、荧光和磷光材料等。

科研: 主持多项国家“自然科学基金项目”、上海市“浦江人才项目”、上海市“教委重大创新项目”、同济大学创新项目等、以及与企业合作项目。

教学: 讲授本科生和研究生的双语《有机化学》、《金属有机化学》、《现代有机合成》等课程。

获奖成员:

博士:郑生才 (2012“国家奖学金”; 已毕业,瑞士洛桑工学院,博士后)。

高宁 (同济保送攻博,获2011“倪天增”奖、2013“国家奖学金”, 已毕业,西交大,博士后)。

刘炜 (2012“和氏璧”奖、2014“和氏璧奖”; 已毕业,南方科大,博士后)。

张敏 (硕转博,2013 “和氏璧奖"; 已毕业,英国曼彻斯特大学,博士后 )。

赵明珠 (获2016 “光华奖”,已毕业,医学院工作)。

郑璞睿 (2014 同济保送攻博, 已毕业,同济博士后)。

陈骥腾 (2015 同济保送攻博)。

王晓琳 (2018 海洋保送攻博)。

硕士:唐佳亮 (获2012 “光华奖”)。刘海征 (获2013 “陶氏优秀奖”)。张亮 (获2014 “和氏璧奖”)。

List of publications

代表性论文

[55] "Enantioselective Synthesis of CF3S-containing Compounds via Ir-Catalyzed Allylic Alkylations of CF3S-substituted Functionalized Methylene Derivatives"

Tao Song, Xiaoming Zhao*, Xiaolin Wang

The Journal of Organic Chemistry,2019, 84, 15648-15654.

[54] "Chemoselective, Regioselective and Enantioselective Allylations of NH2OH under Ir Catalysis",

Jiteng Chen, Qingchun Liang,Xiaoming Zhao*

Organic Letters,2019, 21, 5383-5386 (Selected as supplementary cover and reproted by CBG资迅).

[53] "Selectfluor-promoted regioselective chlorination/bromination of 2-aminopyridines and 2-aminodiazines using LiCl/LiBr",

Jiao Hu, Gang Zhou, Yawei Tian,Xiaoming Zhao*,

Organic & Biomolecular Chemistry,2019, 17, 6342-6345.

[52] "Enantioselective copper-catalyzed desymmetrization of 1,3-diketones involving borylation of styrenes",

Purui Zheng, Xioyu Han, Jiao Hu,Xiaoming Zhao*, Tao XU*

Organic Letters,2019, 21, 6040-6044.

[51] "Ag-catalyzed selective fluorination of 6-substituted 2-aminopyrazines"

Yawei Tian, Mingzhu Zhao,Xiaoming Zhao*, Gang Zhou

Journal of Fluorine Chemistry,2019, 218, 111-115.

[50] "Silver-promoted selective fluorination of 2-aminopyrimidines: synthesis of 5-fluoro 2-aminopyrimidine derivatives",

Mingzhu Zhao, Juewang Cai,Xiaoming Zhao*

Organic Chemistry Frontiers,2019, 6, 426-431 (Selected as Front Cover).

[49] "Palladium-catalyzed cross-coupling of gem-bis(boronates) with aryl halides: an alternative to access quaternary a-aryl aldehydes",

Purui Zheng, Yujie Zhai,Xiaoming Zhao*, and Tao XU*

Organic Letters,2019, 21, 393-396.

[48] "Selective Fluorination of 4-Substituted 2-Aminopyridines and Pyridin-2(1H)-ones in Aqueous Solution",

Gang Zhou, Yawei Tian,Xiaoming Zhao*, Jiao Hu, Wenyan Dan,

Organic Letters,2018, 20, 4858-4861.

[47] "Difunctionalization of ketones via gem-bis(boronates) to synthesize quaternary carbon with high selectivity",

Purui Zheng, Yujie Zhai,Xiaoming Zhao*, Tao XU*

Chemical Communications,2018, 54, 13375-13378.

[46] "Selective fluorination of 2-aminopyrazine derivatives in aqueous phase",

Yawei Tian, Gang Zhhou,Xiaoming Zhao*, Wenyan Dan,

Acta Chim. Sinica,2018, 76, 962-966 (Invited paper).

[45] "Diastereoselective and Enantioselective Palladium-Catalyzed Allylic Substitution of Substituted Fluorinated Methylene Derivatives",

Tao Song,Xiaoming Zhao*, Jiao Hu, Wenyan Dan,

European Journal of Organic Chemistry,2018, 9, 1141-1144 (Highlighted as Outstanding Organics).

[44] "Diasteroselective and enantioselective Ir-catalyzed allylic substitutions of 1-substituted 1-fluoro-1-(arenesulfonyl)methylene derivatives",

Jiteng Chen,Xiaoming Zhao*, Wenyan Dan

The Journal of Organic Chemistry,2017, 82, 10693-10698.

[43] "Ag-assisted fluorination of unprotected 4,6-disubstituted 2-aminopyrimidines with Selectfluor" ,

Chenxi Wang, Juewang Cai, Min Zhang, andXiaoming Zhao*,

The Journal of Organic Chemistry,2017, 82, 1260-1265.

[42] "Cu-mediated oxidative trifluoromethylthiolation of arylboronic acids with (bpy)CuSCF3",

Mingzhu Zhao,Xiaoming Zhao*, Purui Zheng, Yawei Tian

Journal of Fluorine Chemistry,2017, 194, 73-79.

[41] "Chiral Sulfinamide Ligands, Pd-Catalyzed Asymmetric Allylic Alkylations Of Ethyl 2-Fluoroacetoacetate",

Mingzhu Zhao,Xiaoming Zhao*, Yawei Tian

Synlett,2017, 28, 1801-1806.

[40] "Chiral carbon–sulfur center formation via Pdcatalyzed asymmetric allylic thioetherification:

synthesis of allylic thioethers",

Junmei Cai, Juewang Cai, Purui Zheng, Xiaorong Wang* andXiaoming Zhao*

RSC Advances,2017, 7, 256-259.

[39] "Synthesis of 2,3,6-trisubstituted pyridines by transition-metal free cyclization of 1,3-diynes with amino acids",

Gang Zhou,Xiaoming Zhao*, Wenyan Dan

Tetrahedron Letters,2017, 58, 3085-3088.

[38] "Application of DMSO in the Synthesis of 1,4-Disubstituted (But-1-en-3-ynyl)methylthioethers",

Chuanchuan Cao, Liang Zhang, Gang Zhou, Wenyan Dan, Xiaorong Wang,* and

Xiaoming Zhao*

ChemistrySelect,2017, 2, 2985-2988.

[37] "Regioselective fluorination of 1-(2,2-dibromovinyl)benzene derivatives with wet tetran-bytylammonium fluoride: one-pot synthesis of (Z)-1-(2-bromo-1-fluorovinyl)benzenes",

Mingzhu Zhao, Ling Ming, Jialiang Tang andXiaoming Zhao*,

Organic Letters,2016, 18, 416-419 (This paper was highlighted byOrganic Chemistry Portal, 2017, Jan, see: www.organic-chemistry.org/abstracts/lit5/277.shtm).

[36] "Enantioselective synthesis of fluorinated branched allylic compounds via Ir-catalyzed allylations of functionalized fluorinated methylene derivatives",

Hongbo Zhang, Jiteng Chen,Xiaoming Zhao*

Organic & Biomolecular Chemistry,2016, 14, 7183-7186 (This paper was highlighted in Synfacts, 2016, 16, 947).

[35] "Synthesis of Chiral Fluorine-Containing Compounds via Pd-Catalyzed Asymmetrical Allylations of Dimethyl 2-fluoromalonate Using Sulfonamide-Pyridine Ligands",

Min Zhang, Zhao Mingzhu, Zheng Purui, Zhang Hongbo,Xiaoming Zhao*

Journal of Fluorine Chemistry,2016, 189, 13-21.

[34] "Highly efficient cycloaddition reaction of 1,3-diynes with sodium azide: a new way to 5-substituted-4-acetylene-1H-1,2,3-triazoles",

Jia-Liang Tang, Ling Ming, andXiao-Ming Zhao*

J. Heterocyclic Chem.,2016, 53, 1367-1370.

[33] "Synthesis of carbonyl 2-amino-pyrimidines via tandem regioselective heterocyclization of 1,3-diynes with guanidine and selective oxidation",

Liang Zhang, Mingzhu Zhang andXiaoming Zhao*,

Chemical Communications,2015, 51, 9370-9373.

[32] "Regioselective formation of 2,4,5-trisubstituted oxazoles through transition-Metal free heterocyclization of 1,3-diynes withN,O-bis(trimethylsiyl)acetamide",

Liang Zhang andXiaoming Zhao*,

Organic Letters,2015, 17, 184-186.

[31] "Enantioselective transformation of Na2SO3into allylic sulfonic acids under Pd catalysis",

Wei Liu,Xiaoming Zhao*, Hong-bo Zhang, Liang Zhang,

Chemical Communications,2015, 51, 655-657.

[30] "Synthesis of allylic sulfonic acids via regioselective Pd-catalyzed allylic substitutions of Na2SO3",

Wei Liu,Xiaoming Zhao*,

Tetrahedron Letters,2015, 56, 6800-6802.

[29] "Synthesis of Allyl Carbamates through the Regioselective Domino Reaction of

Amines, CO2, and Unsymmetrical Allyl Chlorides under Pd Catalysis",

Juewang Cai, Min Zhang, andXiaoming Zhao*,

Eur. J. Org. Chem.2015, 5925-5928.

[28] "Enantioselective synthesis of monofluorinated allylic compounds: Pd-catalyzed asymmetric allylations of dimethyl 2-fluoromalonate using newN-sulfinyl-based ligands,"

Ning Gao,Xiao-Ming Zhao,*Cheng-Si Cai and Jue-Wang Cai,

Org. Biomol. Chem.,2015, 13, 9551-9558.

[27] "Enantioselective transformation of allyl carbonates into branched allyl carbamates using amines and recycling CO2under iridium catalysis",

Shengcai Zheng, Min Zhang, andXiaoming Zhao*,

Chemistry a European Journal,2014, 20, 7216-7221 (highlighted by both a Frontispiece paper inChem.A -Eur. J. and by ChemViews).

[26] "Enantioselective domino reaction of CO2, amine and allyl chloride under iridium catalysis: formation of allyl carbamates",

Min Zhang,Xiaoming Zhao*, Shengcai Zheng,

Chemical Communications,2014, 50, 4455-4458.

[25] "Asymmetric Synthesis of Allylic Sulfonic Acids: Enantio- and Regioselective Iridium-Catalyzed Allylations of Na2SO3",

Wei Liu,Xiaoming Zhao*, Hongbo Zhang, Mingzhu Zhao,

Chemistry A European Journal,2014, 20, 16873-16876.

[24] "Transition-Metal-Free Heterocyclization of 1,3-Diynes with Nitriles in the Presence of Aqueous Potassium Hydroxide: Synthesis of 2,4-Disubstituted 5-[(E)-2-Phenylethenyl]-1,3-oxazoles"

Ming, Ling, Tang, Jialiang,Zhao, Xiaoming*,

Synthesis,2014, 46, 2499-25025.

[23] "Carbon–Phosphorus Bond Formation by Enantioselective Palladium-Catalyzed

Allylation of Diphenylphosphine Oxide",

Liang Zhang, Wei Liu, andXiaoming Zhao*

Eur. J. Org. Chem.,2014, 6846-6849.

[22] "Highly regioselective iridium-catalyzed and samarium-promoted coupling of allylic carbonates with ketones: New approach toward homoallylic alcohols",

Wei Liu, Liang Zhang, Weikang Yang, andXiaoming Zhao*

RSC Advances,2013, 3, 19917-19919.

[21] "Carbon-Sulfur Bond Formation via Metal-Catalyzed Allylations of Sulfur Nucleophiles",

Liu, Wei,Zhao, Xiaoming*,

Synthesis,2013, 45, 2051-2069 (Invited review).

[20] "Sulfur heterocyclization and 1,3-migration of silicon in reaction of 1,3-diynes with sodium triisopropylsilanethiolate: one-pot synthesis of 2,5-disubstituted 3-(triisopropylsilyl)thiophenes",

Tang, Jialiang, Ming, Ling,Zhao, Xiaoming*,

Synthesis,2013, 45, 1713-1718.

[19] "Synthesis of Chiral Allylic Thioesters: Enantio- and Regioselective Iridium-Catalyzed Allylations of KSAc"

Gao, Ning;Zhao, Xiaoming*,

European Journal of Organic Chemistry,2013, 13, 2708-2714.

[18] "Iridium-catalyzed allylic alkylationa of sodium phenyl selenide",

Ruiming Cui, Xinwen Guo, Shengcai Zheng,Xiaoming Zhao*

Chin. J. Chem.,2012, 30, 2647-2651.

[17] "Iridium-catalyzed enantioselective allylation of sodium 2-aminobenzenethiolate: an access to chiral benzo-fusedN, S-heterocycles",

Ning Gao, Xinwen Guo, Shengcai Zheng, Weikang Yang,Xiaoming Zhao*

Tetrahedron,2012, 68, 9413-9418 (This paper was highlighted inSynfacts,2013, 1, 71).

[16] "Enantioselective Iridium-catalyzed allylation of sodium benzotriazolide: an efficient way to chiral allylbenzotriazoles",

Min Zhang, Xinwen Guo, Shengcai Zheng,Xiaoming Zhao*

Tetrahedron Letters,2012, 53, 6995-6998.

[15] "Synthesis of 2,5-disubstituted thiophenes via metal-free sulfur heterocyclization of 1,3-diynes with sodium hydrosulfide",

Jialiang Tang, andXiaoming Zhao*

RSC Advances,2012, 2, 5488–5490.

[14] "One pot iridium-catalyzed asymmetrical double allylaitons of sodium Sulfide: a fast and economic way to construct chiral C2-symmetric bis(1-substituted-allyl)sulfane",

Shengcai Zheng, Weiqing Huang, Ning Gao, Ruimin Cui, Min Zhang, andXiaoming Zhao*

Chem. Commun.,2011, 45, 6969-6971.

[13] "Enantioselective Palladium-Catalyzed Allylic Substitution of Sodium Benzotriazoleide" ,

Wei Liu, Dazhi Zhang,Shengcai Zheng, Yinshuang Yue, Dongge Liu andXiaoming Zhao*

Eur. J. Org. Chem.,2011, 6288-6293 (This paper was highlighted inSynfacts, 2012,8, 188).

[12] "Carbon-sulfur bond formaton via Iridium-catalyzed asymmetrical allylation of aliphatic thiols"

Ning Gao, Shengcai Zheng, Weikang Yang, andXiaoming Zhao*

Organic Letters,2011,13, 1514-1516 (This paper was highlighted byOrganic Chemistry Portal,2011, Dec, see:www.organic-chemistry.org/abstracts/lit3/207.shtm).

[11] "Iridium-Catalyzed Asymmetric Allylation of Sodium Triisopropylsilanethiolate: a New Way to Form Chiral Thiols"

Weiqing Huang, Shengcai Zheng, Jialiang Tang, andXiaoming Zhao*

Org. Biomol. Chem.,2011, 9, 7897-7903.

[10] "Highly regioselective Pd-catalyzed allylic alkylation of fluorobis(phenylsulfonyl)methane",

Xiaoming Zhao*, Dengge Liu, Shengcai Zheng, Ning Gao

Tetrahedron Lett.,2011, 52, 665-667.

[9] "Regio- and Enantioselective Iridium-Catalyzed Allylation of Thiophenol: Synthesis of Enantiopure Allyl Phenyl Sulfides"

Shengcai Zheng, Ning Gao, Wei Liu, Dongge Liu,Xiaoming Zhao*,and Theodore Cohen

Organic Letters,2010, 12, 4454-4457 (This paper was highlighted inSynfacts, 2010,12, 1400).

[8] "Readily Prepared 3-Chloro-1-(phenylthio)propene, a Versatile Three-Carbon Annulating Agent"

Taoping Liu,Xiaoming Zhao*, Long Lu, and Theodore Cohen*

Organic Letters,2009, 11, 4576-4579.

[7] "Iridium-catalyzed Regio- and Enantioselective Allylic Alkylation of Fluorobis(phenylsulfonyl)methane"

Wenbo Liu, Shengcai Zheng, Hu He,Xiaoming Zhao*, Lixin Dai, and Shuli You *

Chem. Commun.,2009, 43, 6604-6606.

[6] "Iridium-Catalyzed Reactions of Trifluoromethylated Compounds with Alkenes: A Csp3-H Bond Activation a to the Trifluoromethyl Group"

Y. Guo;X. Zhao; D. Zhang; S-I. Murahashi

Angew. Chem. Int. Ed.,2009, 48, 2047-2049.

[5] "Efficient 1,4-addition of a-substituted fluoro(phenylsulfonyl)methane derivatives to a,b-unsaturated compounds"

G. K. Surya Prakash,*Xiaoming Zhao, Sujith Chacko, Fang Wang, Habiba, Vaghoo, and George A. Olah*

Beil. J. Org. Chem.,2008, 4, No. 17-20.

[4] "2-Phenylthio-3-bromopropene, a Valuable Synthons, Easily Prepared by a Simple Rearrangement"

Wenbo Chen,Xiaoming Zhao*, Long Lu and T. Cohen*

Organic Letters,2006, 8, 2807-2090.

[3] "A Platinum Acetylide Polymer with Sterically Demanding Substituents: Effect of Aggregation on the Triplet Excited State"

Xiaoming Zhao, Thomas Cardolaccia, Richard Farley, Khalil A. Abboud and Kirk S. Schanze.

Inorganic Chemistry,2005, 44, 2619-2627.

[2] "Bis-silyl substituted ferrocenylenes, including dicyanovinyl electron-withdrawing groups, as potential non-linear optical materials"

Xiaoming Zhao, Hemant Sharma, Francisco Cervantes-Lee and Keith H. Pannell, Gary J. Long, Ahmed M. Shahin

J. Organomet. Chem.2003, 686, 235-241.

[1] “Synthesis, and Crystal Growth and Structure ofN-(2-nitro-4-cyano-phenyl)-L-serine and Investigation of SHG activity”,

Xiaoming Zhao, Xing Chen, Lubai Cheng*

Mol. Cry. Liq. Cry., Sci. Technol., Sect. A,1998, 325, 7-11.

专利:

(1) 中国专利,赵晓明,王晨曦,一种银辅助的双取代的氨基嘧啶的对位单氟化反应方法及应用,申请,2016.11.29,201611070579.4

(2) 中国专利,赵晓明,赵明珠,一种银介导的4-取代-2-氨基-5-氟嘧啶类化合物的制备方法和应用,申请,2016.12.06,201611107951.4

(3) 中国专利,赵晓明,赵明珠,一种手性亚磺酰胺配体及其制备方法和应用,申请2016.12.08,201611121712.4

(4) 中国专利,赵晓明,张亮,一种2-胺基嘧啶类化合物及其制备方法,申请,2015.10.05,CN201510083798.5

(5) 中国专利,赵晓明,张敏,张红波,双手性亚砜-烯配体类化合物及其制备方法和应用,申请,2015.07.22,CN201510154854.X

(6) 中国专利,赵晓明,何天平,张敏,一种邻位取代烯丙基氨基甲酸酯类化合物及其制备方法,申请,2015.07.22,CN201410020287.4

(7) 中国专利,赵晓明,张敏,一种3-取代烯丙基氨基甲酸酯类化合物及其合成方法,申请,2015.06.24,CN201310712444.3

(8) 中国专利,赵晓明,张敏,双手性亚砜-烯配体类化合物及其制备方法和应用,申请,2015.04.02,201510154854.x

(9) 中国专利,赵晓明,杨为康,刘炜,一种烯丙基苯硫砜取代-1-丙烯类化合物与其合成方法,申请,2014.07.09,CN201310005864.8

(10) 中国专利,赵晓明,张亮,刘炜,张红波,一种烯丙基亚磷酸酯类化合物及其合成方法,申请,2014.10.05,CN201410301477.3

(11) 中国专利,赵晓明,张亮,刘炜,张红波,一种1,3-二取代烯丙基氧磷类化合物及其制备方法,申请,2014.10.29,CN201410336381.0

(12) 中国专利,赵晓明,蔡成思,高宁,蔡爵旺,3-三苯并三氮唑甲烷取代-1-(1,3-二烷基)丙烯类化合物及其合成方法,申请,2014.07.23,CN201410114645.8

(13) 中国专利,赵晓明,高宁,一种手性烯丙基硫醇羧酸酯及其合成方法,申请,2014.07.02,CN201210576163.5

(14) 中国专利,赵晓明,高宁,一种手性氮-硫双齿配体及其合成方法和应用,申请,2014.03.18,201410100202.3

(15) 中国专利,赵晓明,高宁,郑生财,杨为康,一种邻氨基苯基手性烯丙基硫醚化合物及其制备方法,申请,2013.05.15,CN201110351007.4

(16) 中国专利,赵晓明,张敏,郑生财,一种3-三氮唑基取代-1-丙烯类化合物及其合成方法,申请,2013.07.17,CN201210007640.6

(17) 中国专利,赵晓明,明玲,一种(Z)-2-溴-1-氟芳香族烯烃类化合物及其合成方法和用途,申请,2013.10.07,201310719547.2

本课题组热诚欢迎具有化学学习和工作背景、对有机化学科研感兴趣、积极上进的有志青年加入本课题组攻读硕士/博士学位或进行博士后研究工作。

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