Shuo Tong(佟硕)

Doctor | Associate Professor | Doctoral Supervisor

Doctor | Associate Professor | Doctoral Supervisor

Tsinghua University
Department of Chemistry
Phone: 010-62797527
Fax: 010-6279-6761
Email: tongshuo@mail.tsinghua.edu.cn

  Shuo Tong was born in Jilin, China in March 1984. She obtained her BSc in chemistry in 2007 at Jilin University (China) and her PhD in 2013 from the Institute of Chemistry of the Chinese Academy of Sciences (ICCAS), Beijing, under the supervision of Professor Mei-Xiang Wang. She then joined Professor Jieping Zhu’s group at École Polytechnique Fédérale de Lausanne (EPFL) as a postdoctoral associate. After a 5-year research stay in Switzerland, she started her independent career as a Tenure-track principle investigator at Department of Chemistry at Tsinghua University in 2018. She is interested in catalytic enantioselective transformations, multicomponent reactions, macrocyclic and supramolecular chemistry. The research group is devoted to develop chiral supramolecular system of inherently chiral macrocyclic compounds. To achieve this goal, they are exploring methods to synthesize and assemble enantiopure inherently chiral macrocyclic compounds.

Education

2003-2007 B.Sc., Jilin University, Jilin, China

2007-2013 Ph.D., Institute of Chemistry Chinese Academy of Sciences, Beijing, China

Professional Experience

2013-2018 Postdoc École Polytechnique Fédérale de Lausanne (EPEL)
2018-present Tsinghua University

Research Interests

  1. Asymmetric synthesis of inherently chiral macrocyclic compounds
  2. Macrocyclic and supramolecular chemistry
  3. Chiroptical materials

Awards and Honors

  1. Thieme Chemistry Journals Award (2023)
  2. Honored with “Rising Star” in the 21st National Symposium on Macrocyclic Chemistry & the 13th Supramolecular Chemistry Symposium of CCS (2023)
  3. National Program for Thousand Young Talents (2018)
  4. “Best PhD Graduate”, Institute of Chemistry, Chinese Academy of Sciences (2013)

Invited Talks

  1. WISC Symposium – ISMSC 2024, Women in Supramolecular Chemistry Workshop, Hangzhou (05/05/2024)
  2. The 10th National Symposium on Molecular Chirality, Fuzhou (02/12/2023)
  3. Chem-Reaxys Symposium, Beijing (27/10/2023)
  4. The 21st National Symposium on Macrocyclic Chemistry & the 13th Supramolecular Chemistry Symposium of CCS, Tianjin (17/08/2023)
  5. The 1st Synthetic Chemistry Symposium of the Liupan Mountain Forum, Guyuan (07/08/2023)
  6. The 33rd annual conference of CCS, Qingdao (18/06/2023)
  7. The 12th National Conference on Organic Chemistry of CCS, Hefei (27/09/2022)

Publications

Independent Research

  • Corrsponding-Author Research Publications
  1. Qiu-Lin Lu, Xu-Dong Wang, Shuo Tong,* Jieping Zhu, Mei-Xiang Wang, “Catalytic Enantioselective Synthesis of Inherently Chiral Macrocycles by Dynamic Kinetic Resolution”, ACS Catal. 2024, 14, 5140-5146.

  2. Xue-Yuan Wang,# Xin-Yu Zhang,# Shuo Tong,* Qing-Hui Guo, Mei-Ling Tan, Cheng-Jun Li, Mei-Xiang Wang,* “Inherently Chiral and Symmetrical Heteroatom-Doped Zigzag-Type Hydrocarbon Belts”, CCS Chem. 2024, DOI: 10.31635/ccschem.024.202403871.

  3. Xing-Chi Li, Xu-Dong Wang, Ying Cheng,* Shuo Tong,* Mei-Xiang Wang,* “De Novo Synthesis of Inherently Chiral Heteracalix[4]aromatics from Enantioselective Macrocyclization Enabled by Chiral Phosphoric Acid-Catalyzed Intramolecular SNAr Reaction”, Chem. Sci. 2024, 15, 3610-3615.

  4. Shen-Yi Guo, Zhuo-Ang Zhang, Shuo Tong,* Qing-Hui Guo, Ruimao Hua, Mei-Xiang Wang,* “Tetrahomo corona[4]arene-based spirophanes: synthesis, structure, and properties”, Chem. Sci. 2023, 14, 8393-8400.

  5. Yu-Qi Mao, Yang Zhang, Shuo Tong,* Jieping Zhu, Mei-Xiang Wang,* “Asymmetric Synthesis of Enantioenriched Zigzag-type Molecular Belts by Kinetic Resolution and Subsequent Transformations”, Org. Lett. 2023, 25, 3936-3940.

  6. Yi Peng, Shuo Tong,* Yang Zhang, Mei-Xiang Wang,* “Functionalized Hydrocarbon Belts: Synthesis, Structure and Properties”, Angew. Chem. Int. Ed. 2023, e202302646.

  7. Jia-Hui Chen, Zhi-Yu Jiang, Hai Xiao,* Shuo Tong,* Tan-Hao Shi, Jieping Zhu, Mei-Xiang Wang, “Highly Strained Oxygen-doped Chiral Molecular Belts of Zigzag-type with Strong Circularly Polarized Luminescence”, Angew. Chem. Int. Ed. 2023, e202301782.

  8. Fei Wang, Qian Zhang, Shuo Tong,* Mei-Xiang Wang,* “Arene C–H bond trifluoromethylation reactions involving different high valent arylcopper intermediates” Sci. China Chem. 2023, 53, 522-528.

  9. Xin Zhang, Shuo Tong,* Jieping Zhu, Mei-Xiang Wang, “Inherently Chiral Calixarenes by a Catalytic Enantioselective Desymmetrizing Cross-Dehydrogenative Coupling”, Chem. Sci. 2023, 14, 827-832.

  10. Qi-Yun Feng, Shuo Tong,* Sergey Z. Vatsadze, Mei-Xiang Wang, “C1-symmetric aza-crown ethers as chiral shift agents for amines and amino acid derivatives” Tetrahedron 2023, 131, 133207.

  11. Qi-Yun Feng, Yu-Qi Mao, Mei-Xiang Wang, Shuo Tong,* “Chiral Crown Ethers Accessed from Catalytic Enantioselective Desymmetrization Reactions” Org. Lett. 2022, 24, 7107-7112.

  12. Wei Wang, Shuo Tong,* Qi-Qiang Wang, Yu-Fei Ao, De-Xian Wang,* Jieping Zhu* “Thiazole boron difluoride dyes with large stokes shift, solid state emission and room-temperature phosphorescence” Chem. Eur. J. 2022, 28, e202202507.

  13. Dong-Dong Liang, Shen-Yi Guo, Shuo Tong*, Mei-Xiang Wang* “Polyfunctionalized biaryls accessed by a one-pot nucleophilic aromatic substitution and sigmatropic rearrangement reaction cascade under mild conditions” Tetrahedron 2021, 83, 131966.

  14. Shuo Tong*, Mei-Xiang Wang* “Domino reactions of tertiary enamides in organic synthesis” Synlett 2021, 32, 1419-1427.

  15. Shuo Tong,* Jiang-Tao Li, Dong-Dong Liang, Yan-E Zhang, Qi-Yun Feng, Xin Zhang, Jieping Zhu, Mei-Xiang Wang* “Catalytic enantioselective synthesis and switchable chiroptical property of inherently chiral macrocycles” J. Am. Chem. Soc. 2020, 142, 14432-14436.

  16. Mei-Ling Tan, Shuo Tong,* Sheng-Kai Hou, Jingsong You, Mei-Xiang Wang* “Copper-catalyzed N,N-diarylation of amides for the construction of 9,10-dihydroacridine structure and applications in the synthesis of diverse nitrogen-embedded polyacenes” Org. Lett. 2020, 22, 5417-5422.

  17. Qi-Yun Feng, Jieping Zhu, Mei-Xiang Wang, Shuo Tong* “Organocatalytic double Ugi reaction with statistical amplification of product enantiopurity: a linker cleavage approach to access highly enantiopure Ugi products” Org. Lett. 2020, 22, 483-487.

  18. Li Zhen, Shuo Tong,* Jieping Zhu, and Mei-Xiang Wang* “Construction of the erythrinane core skeleton via asymmetric catalytic cascade reaction of tertiary enamides” J. Org. Chem. 2020, 85, 13211-13219.

  19. Li Zhen, Shuo Tong,* Jieping Zhu, Mei-Xiang Wang* “Fused N-heterocycles with contiguous stereogenic centers accessed by an asymmetric catalytic cascade reaction of tertiary enamides” Chem. Eur. J. 2020, 26, 401-405.

  20. Shuo Tong*, Mei-Xiang Wang* “Catalytic enantioselective synthesis of 4-amino-1,2,3,4-tetrahydropyridine derivatives from intramolecular nucleophilic addition reaction of tertiary enamides” Synlett 2019, 30, 483-487.

  21. Wenju Zhu, Shuo Tong*, Jieping Zhu, and Mei-Xiang Wang*, “Intramolecular arylation of tertiary enamides through Pd(OAc)2 catalyzed dehydrogenative cross-coupling reaction: construction of fused N-heterocyclic scaffolds and synthesis of isoindolobenzazepine alkaloids” J. Org. Chem. 2019, 84, 8270-8278.

  22. Xin-Ming Xu, Chuan-Hu Lei, Shuo Tong*, Jieping Zhu and Mei-Xiang Wang*, “Lewis Acid Catalyst-steered Divergent Synthesis of Functionalized Vicinal Amino Alcohols and Pyrroles from Tertiary Enamides”, Org. Chem. Front. 2018, 5, 3138-3142.

  • Non-Corrsponding-Author Research Publications
  1. Wei Zhu, Ying Cheng,* Shuo Tong, Mei-Xiang Wang,* “Synthesis of functionalized ABAC- and ABCD-type inherently chiral heteracalix[4]aromatics”, Org. Lett. 2023, 25, 5105-5110.

  2. Xie Ming, Shuo Tong, Mei-Xiang Wang,* “Construction and Functionalization of Highly Strained N-Doped Zigzag Hydrocarbon Belts” CCS Chem. 2023, 5, 117-123.

  3. Guo Shen-Yi, Shuo Tong, Guo Qing-Hui, Wang Mei-Xiang,* “Construction of methylene-bridged electron-deficient corona[n]arenes and selective fluoride recognition through anion–π interactions”, Org. Chem. Front. 2023, 10, 1405-1411.

  4. Qian Zhang, Shuo Tong, Mei-Xiang Wang,* “Unraveling the chemistry of high valent arylcopper compounds and their roles in copper-catalyzed arene C-H bond transformations using synthetic macrocycles” Acc. Chem. Res. 2022, 55, 2796-2810.

  5. Qian Zhang, Shuo Tong, Mei-Xiang Wang* “Unraveling the chemistry of high valent arylcopper compounds and their roles in copper-catalyzed arene C-H bond transformations using synthetic macrocycles” Acc. Chem. Res. 2022, ASAP.

  6. Yan-E Zhang, Shuo Tong, and Mei-Xiang Wang* “Selective oxidation of belt[4]arene[4]tropilidene and its application to construct hydrocarbon belts of truncated cone structure with expand cavity” Org. Lett. 2021, 23, 7259-7263.

  7. Ming Xie, Shuo Tong, Mei-Xiang Wang* “Synthesis and reactions of C4-symmetric 1,3,5,7(1,3)-tetrabenzenacyclooctaphane tetraazide and tetraamine derivatives: toward the synthesis of nitrogen-embedded zigzag hydrocarbon belts” Org. Lett. 2021, 23, 1835-1839.

  8. Mei-Ling Tan, Qing-Hui Guo, Xue-Yuan Wang, Tan-Hao Shi, Qian Zhang, Sheng-Kai Hou, Shuo Tong, Jingsong You, Mei-Xiang Wang* “Oxygen and nitrogen-embedded zigzag hydrocarbon belts” Angew. Chem. Int. Ed. 2020, 59, 23649-23658.

  9. Sheng-Yi Zhuang, Ying Cheng,* Qian Zhang, Shuo Tong, Mei-Xiang Wang* “Synthesis of i-corona[6]arenes for selective anion binding: interdependent and synergistic anion-π and hydrogen bond interactions” Angew. Chem. Int. Ed. 2020, 59, 23716-23723.

  10. Yang Zhang, Shuo Tong, Mei-Xiang Wang.* “Synthesis and structure of functionalized zigzag hydrocarbon belts” Angew. Chem. Int. Ed. 2020, 59, 18151-18155.

  11. Tan-Hao Shi, Shuo Tong, Mei-Xiang Wang.* “Construction of hydrocarbon nanobelts” Angew. Chem. Int. Ed. 2020, 59, 7700-7705.

  12. Tan-Hao Shi, Qing-Hui Guo, Shuo Tong, Mei-Xiang Wang.* “Toward the synthesis of a highly strained hydrocarbon belt” J. Am. Chem. Soc. 2020, 142, 4576-4580.

  13. Shen-Yi Guo, Qing-Hui Guo, Shuo Tong, Mei-Xiang Wang.* “Synthesis of electron-deficient corona[5]arenes and their selective complexation with dihydrogen phosphate: cooperative effects of anion-π interactions” Angew. Chem. Int. Ed. 2020, 59, 8078-8083.

  14. Qian Zhang, Yan-E Zhang, Shuo Tong, Mei-Xiang Wang.* “Hydrocarbon belts with truncated cone structures” J. Am. Chem. Soc. 2020, 142, 1196-1199.

  15. Qian Zhang, Ting Wang, Xinhao Zhang,* Shuo Tong, Yun-Dong Wu, Mei-Xiang Wang.* “Radical reactivity, catalysis, and reaction mechanism of arylcopper(II) compounds: the missing link in organocopper chemistry” J. Am. Chem. Soc. 2019, 141, 18341-18348.

Publication during Ph.D. Study and Postdoctoral Research

  • First-Author Research Publications
  1. Shuo Tong, De-Xian Wang, Liang Zhao, Jieping Zhu, Mei-Xiang Wang*, “Enantioselective synthesis of 4-hydroxytetrahydropyridine derivatives by intramolecular addition of tertiary enamides to aldehydes”, Angew. Chem. Int. Ed. 2012, 124, 4493-4496.
  2. Shuo Tong, Xu Yang, De-Xian Wang, Liang Zhao, Jieping Zhu, Mei-Xiang Wang*, “Synthesis of 4-amino-1,2,3,4-tetrahydropyridine derivatives by intramolecular nucleophilic addition of tertiary enamides to in-situ generated imines”, Tetrahedron, 2012, 68, 6492-6497.
  3. Shuo Tong, Qian Wang, Mei-Xiang Wang, Jieping Zhu*, “Tuning the reactivity of isocyano group: synthesis of imidazoles and imidazoliums from propargylamines and isonitriles in the presence of multiple catalysts”, Angew. Chem. Int. Ed. 2015, 54, 1293-1297.
  4. Shuo Tong, Zhengren Xu, Mathias Mamboury, Qian Wang, Jieping Zhu* “Aqueous titanium trichloride-promoted reductive cyclization of o-nitrostyrenes to indoles: development and application to the synthesis of rizatriptan and aspidospermidine” Angew. Chem. Int. Ed. 2015, 54, 11809-11812.
  5. Shuo Tong, Qian, Wang, Mei-Xiang Wang, Jieping Zhu*, “Switchable [3+2] and [4+2] Heteroannulation of primary propargylamines with isonitriles to imidazoles and 1,6-dihydropyrimidines: catalyst loading enabled reaction divergence”, Chem. Eur. J. 2016, 22, 8332-8338.
  6. Shuo Tong, Shun Zhao, Qing He, Qian Wang, Mei-Xiang Wang, Jieping Zhu*, “Fluorophores for excited-state intramolecular proton transfer by an yttrium triflate catalyzed reaction of isocyanides with thiocarboxylic acids”, Angew Chem. Int. Ed. 2017, 56, 6599-6603.
  7. Shuo Tong, Cyril Piemontesi, Qian Wang, Mei-Xiang Wang, Jieping Zhu*, “Silver-catalyzed three-component 1,1-aminoacylation of homopropargylamines: α-additions for both terminal alkynes and isocyanide”, Angew Chem. Int. Ed. 2017, 56, 7958-7962.
  8. Shuo Tong, Aurore Limouni, Qian Wang, Mei-Xiang Wang, Jieping Zhu*, “Catalytic enantioselective double carbopalladation/C-H functionalization with statistical amplification of product enantiopurity: A convertible linker approach”, Angew. Chem. Int. Ed. 2017, 56, 14192-14196.
  9. Shuo Tong, Qian Wang, Mei-Xiang Wang, Jieping Zhu*, “Chiral phosphoric acid-catalyzed enantioselective three-component Mannich reaction of acyclic ketones, aldehydes and anilines”, Tetrahedron 2018, 74, 5143-5149.
  • Non-First-Author Research Publicaitons
  1. Luo Yang, Shuo Tong, De-Xian Wang, Zhi-Tang Huang, Mei-Xiang Wang* “Synthesis of hydroxylated 3,4-dihydropyridine-2-ones from intramolecular nucleophilic addition reaction of oxiran-containing tertiary enamides” Synlett. 2011, 7, 927-930.
  2. Yann Odabachian, Shuo Tong, Qian Wang, Mei-Xiang Wang,* Jieping Zhu,* “Zinc bromide promoted coupling of isonitriles with carboxylic acids to form 2,4,5-trisubstituted oxazoles”, Angew. Chem. Int. Ed. 2013, 52, 10878-10822.