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Zhengzhou University

College of Chemistry and Molecular Engineering


Physical chemistry

Prof. Dr. Yu Lan

Publisher: Publish Date:September 30, 2018 Read Count:

Profile         

Dr. Yu Lan joined in the College of Chemistry and Molecular Engineering in Zhengzhou University as full professor since 2018.

Tel: +86-186-8080-5840

Email: lanyu@zzu.edu.cn

 

 

Educational

2003~2008——Ph.D. in Chemistry, Peking University, Supervising Professor: Yun-Dong Wu

1999~2003——B.S., Peking University

Experience

 

2018~present, Distinguished Professor of Henan Province in College of Molecular Engineering in

Zhengzhou University

2016~2018——Associate Professor, Doctoral Supervisor, Chongqing University

2012~2016——Distinguished Researcher, Chongqing University

2009~2012——Postdoctoral Researcher, University of California, Supervising Professor: Dr. K. N. Houk

Academic Position

Member of the Physical Organic Chemistry Committee of the Chinese Chemical Society; member of Recommendation Committee for the Chinese Chemical Society Awards; member of the Fifth Editorial Board of China Chemical Letter (CCL); member of the Seventh Editorial Board of Organic Chemistry.

Research area

Mechanistic study of transition-metal-catalyzed coupling reactions;

Mechanism and selectivity of electrocyclization reactions;

Reaction mechanisms of transition metal-promoted hydrocarbon functionalization;

Origin of stereochemistry in organocatalytic reactions.

Awards and honors

Chinese Young Chemist Endorsement for the Element Tantalum in the PeriodicTable in 2019 (Chinese Chemical Society)

The First Class of Natural Science Award in Chongqing Province in 2018 (First author)

The Second Class of Tang Lixin Outstanding Researcher/Teacher Award in Chongqing University in 2018

Distinguished Professor of Henan Province in 2017

Excellent Reviewer for "China Chemical Letter" of China Chemical Society in 2017

Youth Chemistry Award of China Chemical Society in 2016

Newcomer Award in Physical Organic Chemistry in 2015 (Chinese Chemical Society)

Project

(4) 2019~2021 "Theoretical Organic Chemistry", Excellent Youth Fund of Natural Science Fund of China, 1,300,000 Chinese Yuan, No. 21822303 (Host)

(3) 2018~2021 "Theoretical Study on the Formation Mechanism of Cu(III) Intermediates in Copper Catalytic Coupling Reaction", Natural Science Fund of China, 640,000 Chinese Yuan, No. 21772020 (Host)

(2) 2014~2017 “Theoretical study on the mechanism of Rh catalytic carbon-silicon bond and carbon-carbon bond cleavage”, Natural Science Fund of China, 800,000 Chinese Yuan, No. 21372266 (Host)

(1) 2014~2016 “Theoretical Study on the Modification of Single-layer Graphene Chemical Method”, Youth Fund of Natural Science Foundation of China, 250,000 Chinese Yuan, No. 51302327 (Host)

 


Publications and Achievements

Dr. Lan mainly focused on the theoretical study of new coupling reaction modes for constructing chemical bonds. By studying the coupling reaction mechanism based on the quantum mechanical (QM) calculations, the geometric structure, electronic structure, spectrum, and kinetic information could be observed at the molecular level, which can reveal the detailed reaction process and provide new ideas for experimental organic chemistry.

 

The main innovations of the researches have been shown as follows:

(1) A new reaction mode of electron transfer between ligands in Rh-catalyzed C-H functionalizations, which has been predicted and proved in experiment, provides new routes and methods for the coupling reaction chemistry;

(2) A new mode design for phosphine-catalyzed olefin activation and coupling reaction with nucleophiles can be used for predicting the mechanism of regioselectivity;

(3) A mechanism analysis method was proposed based on the construction of covalent bonds and transformation to the synthesis units, which had been applied into a large number of studies on the transition-metal catalyzed and organocatalytic coupling reactions, and had attracted widely attention from the national and international researchers.

Dr. Lan has published 29 papers as corresponding author in the three top journals of J. Am. Chem. Soc. (IF = 14.7, 11 papers), Angew. Chem. Int. Ed. (IF = 12.3, 14 papers), and Nat. Commun. (IF = 11.9, 4 papers) in the past five years. Currently, he has published more than 140 papers as corresponding author in various academic journals, the total number of citations has exceeded 3,500 times, and 18 papers have been selected as the ESI Highly Cited Paper.

Professor Lan has been invited as speaker more than 20 times in the national and international academic conferences in the past five years, and has been invited to provide academic reports in universities and research institutes more than 50 times. Due to the systematic achievements on the mechanistic studies of transition-metal catalyzed and organocatalytic coupling reactions, professor Lan has been invited as the corresponding author to contribute multiple reviews in Acc. Chem. Res. (IF = 21.7), Chem. Soc. Rev. (IF = 40.4), and Coord. Chem. Rev. (IF = 13.5) since 2017. Recently, a brief introduction of professor Lan was published in the author's profile of Angew. Chem. Int. Ed. (Angew. Chem. Int. Ed. 2018, 57, 11852).

Some of Published Articles:

1. “Origin of Regiochemical Control in Rh(III)/Rh(V)-Catalyzed Reactions of Unsaturated Oximes and Alkenes to Form Pyrdines” Li, Y.; Chen, H.; Qu, L.-B.; Houk, K. N.*; Lan, Y.* ACS Catal. 2019, 9, accepted. (DOI: 10.1021/acscatal.9b02085)

2. “Inverse Electron-Demand, Pd-Catalyzed Asymmetric [4+2] Cycloadditions Enabled by Chiral P,S-Ligand and Hydrogen Bonding” Wang, Y.-N.; Xiong, Q.; Lu, L.-Q.*; Zhang, Q.-L.; Wang, Y.; Lan, Y.*; Xiao, W.-J.* Angew. Chem. Int. Ed. 2019, 58, accepted. (DOI: 10.1002/anie.201905993)

3. “S8-Catalyzed Triple Cleavage of Bromodifluoro Compounds for the Assembly of N-containing Heterocycles” Deng, S.; Chen, H.; Ma, X.; Zhou, Y.; Yang, K.; Lan, Y.*; Song, Q.* Chem. Sci. 2019, 10, accepted. (DOI: 10.1039/c9sc01333d)

4. “Key Intermediate in Copper-Mediated Arene Trifluoromethylation [nBu4N][Cu(Ar)(CF3)3]: Synthesis, Characterization and C(sp2)-CF3 Reductive Elimination” Lu, Z.; Liu, H.; Liu, S.; Leng, X.; Lan, Y.*; Shen, Q.* Angew. Chem. Int. Ed. 2019, 58, Accepted. (DOI: 10.1002/anie.201904041)

5. “Theoretical Study of the Addition of Cu–Carbenes to Acetylenes to Form Chiral Allenes” Zhong, K.; Shan, C.; Zhu, L.; Liu, S.; Zhang, T.; Liu, F.; Shen, B.; Lan, Y.*; Bai, R.* J. Am. Chem. Soc. 2019, 141, 5227-5280. (DOI: 10.1021/jacs.8b13055)

6. “Enantioselective Synthesis of Biaryl Atropisomers via Pd‐Catalyzed C–H Olefination using Chiral Spiro Phosphoric Acid Ligands” Luo, J.; Zhang, T.; Wang, L.; Liao, G.; Yao, Q.-J.; Wu, Y.-J.; Zhan, B.-B.; Lan, Y.*; Lin, X.-F.*; Shi, B.-F.* Angew. Chem. Int. Ed. 2019, 58, 6708-6712. (DOI: 10.1002/anie.201902126)

7. “Asymmetric Propargylic Radical Cyanation Enabled by Dual Organophotoredox and Copper Catalysis” Lu, F.-D.; Liu, D.; Zhu, L.; Lu, L.-Q.*; Yang, Q.; Zhou, Q.-Q.; Wei, Y.; Lan, Y.*; Xiao, W.-J.* J. Am. Chem. Soc. 2019, 141, 6167-6172. (DOI: 10.1021/jacs.9b02338)

8. “Kinetic Resolution of Allylic Alcohol with Chiral BINOL-based Alkoxides: A Combination of Experimental and Theoretical Studies” Liu, Y.; Liu, S.; Li, D.; Zhang, N.; Peng, L.; Ao, J.; Eui, C.; Lan, Y.*; Yan, H. J. Am. Chem. Soc. 2019, 141, 1150-1159. (DOI: 10.1021/jacs.8b12796)

9. “Well-Designed Phosphine–Urea Ligand for Highly Diastereo- and Enantioselective 1,3-Dipolar Cycloaddition of Methacrylonitrile: A Combined Experimental and Theoretical Study” Xiong, Y.; Du, Z.; Chen, H.; Yang, Z.; Tan, Q.; Zhang, C.; Zhu, L.; Lan, Y.*; Zhang, M.* J. Am. Chem. Soc. 2019, 141, 961-971. (DOI: 10.1021/jacs.8b10939)

10. “Gas molecule adsorption on twisted nanographene C96H36 derivative: A theoretical study” Cui, C.-X.*; Tian, Y.; Zhang, Y.-P.; Qu, L.-B.; Lan, Y.* Carbon 2019, 143, 385-390. (DOI: 10.1016/j.carbon.2018.11.030)

11. “Mechanistic View of Ru-Catalyzed C–H Bond Activation and Functionalization: Computational Advances” Shan, C.; Zhu, L.; Qu, L.-B.; Bai, R.*; Lan, Y.* Chem. Soc. Rev. 2018, 47, 7552-7576. (DOI: 10.1039/c8cs00036k)

12. “Experimental and Theoretical Studies on Ru(II)-Catalyzed Oxidative C−H/C−H Coupling of Phenols with Aromatic Amides Using Air as Oxidant: Scope, Synthetic Applications and Mechanistic Insights” Zhang, L.; Zhu, L.; Zhang, Y.; Yang, Y.; Wu, Y.; Ma, W.; Lan, Y.*; You, J.* ACS Catal. 2018, 8, 8324-8335. (DOI: 10.1021/acscatal.8b02816)

13. “Ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2” Yan, S.-S.; Zhu, L.; Ye, J.-H.; Zhang, Z.; Huang, H.; Zeng, H.; Li, C.-J.*; Lan, Y.*; Yu, D.-G.* Chem. Sci. 2018, 9, 4873-4878. (DOI: 10.1039/c8sc01299g)

14. “Author Profile” Lan, Yu* Angew. Chem. Int. Ed. 2018, 57, 11852. (DOI: 10.1002/anie.201804435)

15. “Ruthenium(II)-enabled para-selective C–H difluoromethylation of anilides and their derivatives” Yuan, C.; Zhu, L.; Chen, C.; Chen, X.; Yang, Y.; Lan, Y.*; Zhao, Y.* Nat. Commun. 2018, 9, 1189. (DOI: 10.1038/s41467-018-03341-6)

16. “Mechanistic Insight Into Cobalt-Catalyzed Stereodivergent Semihydrogenation of Alkynes: The Story of Selectivity Control” Qi, X.; Liu, X.; Qu, L.-B.; Liu, Q.*; Lan, Y.* J. Catal. 2018, 362, 25-34. (DOI: 10.1016/j.jcat.2018.03.016)

17. “Theoretical insight into phosphoric acid-catalyzed asymmetric conjugate addition of indolizines to α,β-unsaturated ketones” Chen, H.; Zhu, L.; Zhong, K.; Yue, X.; Qu, L.-B.; Bai, R.*; Lan, Y.* Chin. Chem. Lett. 2018, 29, 1237-1241. (DOI: 10.1016/j.cclet.2018.03.018)

18. “Regioselective Palladium-Catalyzed C‑H Bond Trifluoroethylation of Indoles: Exploration and Mechanistic Insight” Zhang, H.; Wang, H.-Y.; Luo, Y.; Chen, C.; Cao, Y.; Chen, P.; Guo, Y.-L.; Lan, Y.*; Liu, G.* ACS Catal. 2018, 8, 2173-2180. (DOI: 10.1021/acscatal.7b03220)

19. “Palladium-Catalyzed Intermolecular Ditrifluoromethoxylation of Unactivated Alkenes: CF3O- Palladation Initiated by Pd(IV)” Chen, C.; Luo, Y.; Fu, L.; Chen, P.; Lan, Y.*; Liu, G.* J. Am. Chem. Soc. 2018, 140, 1207-1210. (DOI: 10.1021/jacs.7b11470)

20. “Ruthenium(II)-catalyzed C-H Difluoromethylation of Ketoxime: Tuning the Regioselectivity from meta to para Position” Yuan, C.; Zhu, L.; Zeng, R.; Lan, Y.*; Zhao, Y.* Angew. Chem. Int. Ed. 2018, 57, 1277-1281. (DOI: 10.1002/anie.201711221)

21. “Mechanism of Rhodium-Catalyzed C−H Functionalization: Advances in Theoretical Investigation” Qi, X.; Li, Y.; Bai, R.; Lan, Y.* Acc. Chem. Res. 2017, 50, 2799-2808. (DOI: 10.1021/acs.accounts.7b00400)

22. “Radical Trifluoromethylative Dearomatization of Indoles and Furans with CO2” Ye. J.-H.; Zhu, L.; Yan, S.-S.; Miao, M.; Zhang, X.-C.; Zhou, W.-J.; Li, J.; Lan, Y.*; Yu, D.-G.* ACS Catal. 2017, 7, 8324-8330. (DOI: 10.1021/acscatal.7b02533)

23. “Rhodium/Copper Cocatalyzed Highly trans-Selective 1,2- Diheteroarylation of Alkynes with Azoles via C−H Addition/Oxidative Cross-Coupling: A Combined Experimental and Theoretical Study” Tan, G.; Zhu, L.; Liao, X.; Lan, Y.*; You, J.* J. Am. Chem. Soc. 2017, 139, 15724-15737. (DOI: 10.1021/jacs.7b07242)

24. “Nine-Membered Benzofuran-Fused Heterocycles: Enantioselective Synthesis by Pd-Catalysis and Rearrangement via Transannular Bond Formation” Rong, Z.-Q.; Yang, L.-C.; Liu, S.; Yu, Z.; Wang, Y.-N.; Tan, Z. Y.; Huang, R.-Z.; Lan, Y.*; Zhao, Y.* J. Am. Chem. Soc. 2017, 139, 15304-15307. (DOI: 10.1021/jacs.7b09161)

25. “Cp*CoIII-Catalyzed Branch-Selective Hydroarylation of Alkynes via C−H Activation: Efficient Access to α-gem-Vinylindoles Zhou, X.; Luo, Y.; Kong, L.; Xu, Y.; Zheng, G.; Lan, Y.*; Li, X.* ACS Catal. 2017, 7, 7296-7304. (DOI: 10.1021/acscatal.7b02248)

26. “Catalyst-controlled regioselectivity in phosphine catalysis: the synthesis of spirocyclic benzofuranones via regiodivergent [3+2] annulations of aurones and an allenoate” Ni, H.; Yu, Z.; Yao, W.; Lan, Y.*; Ullah, N.*; Lu, Y.* Chem. Sci. 2017, 8, 5699-5704. (DOI: 10.1039/c7sc02176c)

27. “Chiral phosphine-mediated intramolecular [3+2] annulation: enhanced enantioselectivity by achiral Brønsted acid” Yao, W.; Yu, Z.; Wen, S.; Ni, H.; Ullah, N.*; Lan, Y.*; Lu, Y.* Chem. Sci. 2017, 8, 5196-5200. (DOI: 10.1039/c7sc00952f)

28. “Bioinspired Total Synthesis of Homodimericin A” Huang, J.; Gu, Y.; Guo, K.; Zhu, L.; Lan, Y.*; Gong, J.*; Yang, Z.* Angew. Chem. Int. Ed. 2017, 56, 7890-7894. ( DOI: 10.1002/anie.201702768)

29. “Bioinspired Asymmetric Synthesis of Hispidanin A” Li, F.; Tu, Q.; Chen, S.; Zhu, L.; Lan, Y.*; Gong, J.*; Yang, Z.* Angew. Chem. Int. Ed. 2017, 56, 5844-5848. (DOI: 0.1002/anie.201700838)

30. “C−O Functionalization of α Oxyboronates: A Deoxygenative gemDiborylation and gem-Silylborylation of Aldehydes and Ketones Wang, L.; Zhang, T.; Sun, W.; He, Z.; Xia, C.; Lan, Y.*; Liu, C.* J. Am. Chem. Soc. 2017, 139, 5257-5264. (DOI: 10.1021/jacs.7b02518)

31. “Regioselective a-Addition of Deconjugated Butenolides: Enantioselective Synthesis of Dihydrocoumarins” Wu, B.; Yu, Z.; Gao, X.; Lan, Y.*; Zhou, Y.* Angew. Chem. Int. Ed. 2017, 56, 4006-4010. (DOI:10.1002/anie.201700437)

32. “Biomimetically inspired asymmetric total synthesis of (+)-19-dehydroxyl arisandilactone A” Han, Y.; Jiang, Y.; Li, Y.; Yu, H.; Tong, B.; Niu, Z.; Zhou, S.; Liu, S.; Lan, Y.;* Chen, J.;* Yang, Z.;* Nat. Commun. 2017, 8, 14233. (DOI: 10.1038/ncomms14233)

33. “Mild Acylation of C(sp3)−H and C(sp2)−H Bonds under Redox-Neutral Rh(III) Catalysis Yu, S.; Li, Y.; Kong, L.; Zhou, X.; Tang, G.; Lan, Y.;* Li, X.* ACS Catal. 2016, 6, 7744-7748. (DOI: 10.1021/acscatal.6b02668)

34. “Asymmetric Transfer Hydrogenation of Imines using Alcohol: Efficiency and Selectivity are Influenced by the Hydrogen Donor” Pan, H. J.; Zhang, Y.; Shan, C.; Yu, Z.; Lan, Y.;* Zhao, Y.* Angew. Chem. Int. Ed. 2016, 55, 9615-9619. (DOI:10.1002/anie.201604025)

35. “Anthranil: An Aminating Reagent Leading to Bifunctionality for Both C(sp3)-H and C(sp2)-H under Rhodium(III) Catalysis” Yu, S.; Tang, G.; Li, Y.; Zhou, X.; Lan, Y.;* Li, X.* Angew. Chem. Int. Ed. 2016, 55, 8696-8700. (DOI: 10.1002/anie.201602224)

36. “Rhodium(III)-Catalyzed Annulation between N Sulfinyl Ketoimines and Activated Olefins: C−H Activation Assisted by an Oxidizing N−S Bond Wang, Q.; Li, Y.; Qi, Z.; Xie, F.; Lan, Y.*; Li, X.* ACS Catal. 2016, 6, 1971-1980. (DOI: 10.1021/acscatal.5b02297)

37. “Iron-Catalyzed Decarboxylative (4+1) Cycloadditions: Exploiting the Reactivity of Ambident Iron-Stabilized Intermediates” Wang, Q.; Qi, X.; Lu, L. Q.*; Li, T. R.; Yuan, Z. G.; Zhang, K.; Li, B. J.; Lan, Y.*; Xiao, W. J.* Angew. Chem. Int. Ed. 2016, 55, 2840-2844. (DOI: 10.1002/anie.201510413)

38. “Regiodivergent Enantioselective γ Additions of Oxazolones to 2,3-Butadienoates Catalyzed by Phosphines: Synthesis of α,α-Disubstituted α Amino Acids and N,O Acetal Derivatives” Wang, T.; Yu, Z.; Hoon, D. L.; Phee, C. Y.; Lan, Y.*; Lu, Y.* J. Am. Chem. Soc. 2016, 138, 265-271. (DOI: 10.1021/jacs.5b10524)

39. “Silver Migration Facilitates Isocyanide-Alkyne [3+2] Cycloaddition Reactions: Combined Experimental and Theoretical Study” Qi, X.; Zhang, H.; Shao, A.; Zhu, L.; Xu, T.; Gao, M.*; Liu, C.*; Lan, Y.* ACS Catal. 2015, 5, 6640-6647. ( DOI: 10.1021/acscatal.5b02009)

40. “Highly enantioselective construction of tertiary thioethers and alcohols via phosphine-catalyzed asymmetric γ-addition reactions of 5H-thiazol-4-ones and 5H-oxazol-4-ones: scope and mechanistic understandings” Wang, T.; Yu, Z.; Hoon, D. L.; Huang, K.-W.; Lan, Y.*; Lu, Y.* Chem. Sci. 2015, 6, 4912-4922. (DOI: 10.1039/c5sc01614b)

41. “Transition-Metal-Free Formal Decarboxylative Coupling of a-Oxocarboxylates with a-Bromoketones under Neutral Conditions: A Simple Access to 1,3-Diketones” He, Z.; Qi, X.; Li, S.; Zhao, Y.; Gao, G.*; Lan, Y.*; Wu, Y.; Lan, J.; You, J.* Angew. Chem. Int. Ed. 2015, 54, 855-859. (DOI: 10.1002/anie.201409361)

42. “Rhodium-Catalyzed C−H Activation of Phenacyl Ammonium Salts Assisted by an Oxidizing C−N Bond: A Combination of Experimental and Theoretical Studies Yu, S.; Liu, S.; Lan, Y.*; Wan, B.*; Li, X.* J. Am. Chem. Soc. 2015, 137, 1623-1631. (DOI: 10.1021/ja511796h)

43. “Chemoselective Carbophilic Addition of a-Diazoesters through Ligand-Controlled Gold Catalysis” Xi, Y.; Su, Y.; Yu, Z.; Dong, B.; McClain, E. J.; Lan, Y.*; Shi, X.* Angew. Chem. Int. Ed. 2014, 53, 9817-9821. (DOI: 10.1002/anie.201404946)

44. “Visible-Light-Mediated Decarboxylation/Oxidative Amidation of α-Keto Acids with Amines under Mild Reaction Conditions Using O2” Liu, J.; Liu, Q.; Yi, H.; Qin, C.; Bai, R.; Qi, X.; Lan, Y.*; Lei, A.* Angew. Chem. Int. Ed. 2014, 53, 502-506. (DOI: 10.1002/anie.201308614)

45. “Cu(II)−Cu(I) Synergistic Cooperation to Lead the Alkyne C−H Activation Bai, R.; Zhang, G.; Yi, H.; Huang, Z.; Qi, X.; Liu, C.; Miller, J. T.; Kropf, A. J.; Bunel, E. E.; Lan, Y.*; Lei, A.* J. Am. Chem. Soc. 2014, 136, 16760-16763. (DOI: 10.1021/ja5097489)

46. “Asymmetric total synthesis of (-)-lingzhiol via a Rh-catalysed [3+2] cycloaddition” Long, R.; Huang, J.; Shao, W.; Liu, S.; Lan, Y.*; Gong, J.*; Yang, Z.* Nat. Commun. 2014, 5, 5707. (DOI: 10.1038/ncomms6707)

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