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22May2017

Prof. Qi-Lin Zhou's Research Group

周其林教授课题组主页

 

 Jian-Hua Xie

 Professor

 PERSONAL
Date of birth & place  21 July, 1968, Sichuan,China
Work Address  Institute of Elemento-Organic Chemistry
 Nankai University
 94 Wenjin Road, Tianjin 300071
Telephone  +86-(0)22-2350-4087
Fax  +86-(0)22-2350-6177
E-mail:   This email address is being protected from spambots. You need JavaScript enabled to view it.

EDUCATION
2007-2008     Postdoctoral Fellow, University of Maryland, USA, (with Prof. Micheal P. Doyle)
2000-2003     Ph.D. (Chemistry), Nankai University, (with Prof. Qi-Lin Zhou)
1994-1997     M.Sc. (Chemistry), Nankai University, (with Prof. Tian-Lin Liu)
1990-1992     B.Sc. (Chemistry), Sichuan Teachers College


ACADEMIC CAREER
2011-present     Professor, Nankai University
2006—2011      Associate Professor, Nankai University
2003—2005      Assistance Professor, Nankai University 


HONORS and AWARDS

 

2013 Award for Outstanding Young Scientists (National Natural Science Foundation of China)

2012 Thieme Chemistry Journals Award

2008 New Century Excellent Talents Project (Ministry of Education, China) 

2007 Tianjin Natural Science Award (The First-Rank) 


RESEARCH INTERESTS
    The main emphasis of my research is the discovery and development of new catalytic synthetic methods with particular interest in asymmetric reactions, the asymmetric total synthesis of various biologically active natural products and structural analogues, as well as the design and synthesis of new highly efficient chiral ligands and catalysts for asymmetric reactions.


RECENT PUBLICATIONS

1)  Ming-Lei Yuan, Jian-Hua Xie*, Xiao-Hui Yang, Qi-Lin Zhou*,Enantioselective Synthesis of Chiral 1,2-Amino Alcohols via Asymmetric Hydrogenation of α-Amino Ketones with Chiral Spiro Iridium Catalysts, Synthesis 2014,46(21),2910-2916. 

2)  Jian-Hua Xie*, Qi-Lin Zhou*, Magical chiral spiro ligands, Acta Chim. Sinica, 2014, 72, 778-797

3)  Wei Li, Jian-Hua Xie, Ming-Lei Yuana and Qi-Lin Zhou*, Ruthenium complexes of tetradentate bipyridine ligands: highly efficient catalysts for the hydrogenation of carboxylic esters and lactones, Green. Chem. 2014, DOI: 10.1039/C4GC00835A

4)  Xiao-Hui Yang, Jian-Hua Xie*, Qi-Lin Zhou*, Chiral spiro iridium catalysts with SpiroPAP ligands: highly efficient for asymmetric hydrogenation of ketones and ketoesters, Org. Chem. Front. 2014, 1, 190-193.

5)  Xiao-Hui Yang, Jian-Hua Xie*, Wei-Peng Liu, Qi-Lin Zhou*,Catalytic Asymmetric Hydrogenation of δ-Ketoesters: Highly Efficient Approach to Chiral 1,5-Diols, Angew. Chem. Int. Ed. 2013, 52, 7833-7836. 

6)  Gang Li, Jian-Hua Xie*, Jing Hou, Shou-Fei Zhu, Qi-Lin Zhou*, Catalytic Asymmetric Hydrogenation of α-Arylcyclohexanones and Total Synthesis of (−)-α-Lycorane, Adv. Synth. Catal. 2013, 355, 1597–1604

7)  Li-Jie Cheng, Jian-Hua Xie*, Yong Chen, Li-Xin Wang, Qi-Lin Zhou*, Enantioselective Total Synthesis of (-)-Δ8-THC and (-)-Δ9-THC via Catalytic Asymmetric Hydrogenation and SNAr Cyclization, Org. Lett. 2013, 15, 764-767.

8)  Chong Liu, Jian-Hua Xie*, Ya-Li Li, Ji-Qiang Chen, Qi-Lin Zhou*, Asymmetric Hydrogenation of a,a'-Disubstituted Cycloketones via Dynamic Kinetic Resolution: An Efficient Construction of Chiral Diols with Three Contiguous Stereocenters, Angew. Chem. Int. Ed., 2013, 52,593–596.

9)  Jian-hua Xie*,Qi-lin Zhou*,New progress and prospects of transition metal-catalyzed asymmetric hydrogenation; Acta Chim. Sinica 2012, 70(13), 1427-1438

10)  Qian-Qian Zhang, Jian-Hua Xie*, Xiao-Hui Yang, Jian-Bo Xie, Qi-Lin Zhou*, Iridium-Catalyzed Asymmetric Hydrogenation of a-Substituted α,b-Unsaturated Acyclic Ketones: Enantioselective Total Synthesis of (-)-Mesembrine, Org. Lett., 2012, 14, 6158–6161

11)  Jian-Hua Xie*, Lu-Chuan Guo, Xiao-Hui Yang, Li-Xin Wang, Qi-Lin Zhou*, Enantioselective Synthesis of 2,6-cis-Disubstituted Tetrahydropyrans via a Tandem Catalytic Asymmetric Hydrogenation/Oxa-Michael Cyclization: An Efficient Approach to (-)-Centrolobine, Org. Lett.201214 ,4758–4761

12)  Wei Li, Jian-Hua Xie, Han Lin and Qi-Lin Zhou*, Highly Efficient Hydrogenation of Biomass-derived Levulinic Acid to g-Valerolactone Catalyzed by Iridium Pincer Complexes,Green Chem., 2012,14, 2388-2390

13)  Li-Jie Cheng, Jian-Hua Xie*, Li-Xin Wang, Qi-Lin Zhou*, Enantioselective Synthesis of (-)-CP-55940 via Ruthenium-Catalyzed Asymmetric Hydrogenation of Ketone, Adv. Synth. Catal. 2012, 354, 1105 – 1113

14)  Ji-Qiang Chen, Jian-Hua Xie*, Deng-Hui Bao, Sheng Liu, and Qi-Lin Zhou*, Total Synthesis of (−)-Galanthamine and (−)-Lycoramine via Catalytic Asymmetric Hydrogenation and Intramolecular Reductive Heck Cyclization, Org. Lett., 2012, 14, 2714–2717

15)  Jian-Hua Xie*, Shou-Fei Zhu and Qi-Lin Zhou*, Recent advances in transition metal-catalyzed enantioselective hydrogenation of unprotected enamines, Chem. Soc. Rev., 2012, 41

16)  Jian-Hua Xie, Pu-Cha Yan, Qian-Qian Zhang, Ke-Xing Yuan, and Qi-Lin Zhou* Asymmetric Hydrogenation of Cyclic Imines Catalyzed by Chiral Spiro Iridium- Phosphoramidite Complexes for Enantioselective Synthesis of Tetrahydroisoquinolines,  ACS Catal. 2012, 2, 561−564

17)  Jian-Hua Xie*, Xiao-Yan Liu, Xiao-Hui Yang,  Jian-Bo Xie, Li-Xin Wang, Qi-Lin Zhou*, Chiral Iridium Catalysts Bearing Spiro Pyridine-Aminophosphine Liangds Enable Highly Efficient Asymmetric Hydrogenation of b-Aryl b-Ketoesters, Angew. Chem. Int. Ed. 2012, 51, 201-203.

18)  Qiu-Shi Wang, Jian-Hua Xie, Lu-Chuan Guo, Qi-Lin Zhou*, Synthesis of alpha,beta-unsaturated gamma-amino esters with a quaternary center by ruthenium-catalyzed codimerization of N-acetyl alpha-arylenamines and acrylates, Org. Biomol. Chem. 2012, 10, 43-45.

19)  Jian-Hua Xie*; Xiao-Yan Liu, Jian-Bo Xie, Li-Xin Wang, Qi-Lin Zhou*, An Additional Coordination Group Leads to Extremely Efficient Chiral Iridium Catalysts for Asymmetric Hydrogenation of Ketones, Angew. Chem. Int. Ed. 2011, 50, 7329-7332.

20)  Jian-Bo Xie, Jian-Hua Xie*, Xiao-Yan Liu, Qian-Qian Zhang, Qi-Lin Zhou*, Chiral Iridium Spiro Aminophosphine Complexes: Asymmetric Hydrogenation of Simple Ketones, Structure, and Plausible Mechanism, Chem. Asian J. 2011, 6, 899-908.

21)  Qiu-Shi Wang, Jian-Hua Xie, Wei Li, Shou-Fei Zhu, Li-Xin Wang, Qi-Lin Zhou*, Ruthenium-Catalyzed Hydrovinylation of N-Acetylenamines Leading to Amines with a Quaternary Carbon Center, Org. Lett. 2011, 13, 3388-3391.

22)  Jian-Hua Xie, Shou-Fei Zhu, Qi-Lin Zhou*, Transition Metal-Catalyzed Enantioselective Hydrogenation of Enamines and Imines, Chem. Rev. 2011, 111, 1713-1760.

23)  Pu-Cha Yan, Jian-hua Xie, Qi-Lin Zhou*, Asymmetric hydrogenation of unfunctionalized enamines catalyzed by iridium complexes of chiral spiro N,N-diarylphosphoramidites, Chinese J. Chem. 2010, 28, 1736-1742.

24)  Shou-Fei Zhu, Yan Cai, Hong-Xiang Mao, Jian-Hua Xie, and Qi-Lin Zhou*, Enantioselective Iron-Catalyzed O–H Bond Insertions, Nature Chemistry, 2010, 2, 546−551.

25)  Jian-Bo Xie, Jian-Hua Xie*, Xiao-Yan Liu, Wei-Ling Kong, Shen Li, and Qi-Lin Zhou*, Highly enantioselective hydrogenation of a-arylmethylene cycloalkanones catalyzed by iridium complexes of chiral spiro aminophosphine ligands, J. Am. Chem. Soc. 2010, 132, 4538-4539.

26)  Shen Li, Shou-Fei Zhu, Jian-Hua Xie, Song Song, Can-Ming Zhang, and Qi-Lin Zhou*, Enantioselective hydrogenation of a-aryloxy and a-alkoxy a,β-unsaturated carboxylic acids catalyzed by chiral spiro iridium/phosphino-oxazoline complexes, J. Am. Chem. Soc. 2010, 132, 1172-1179.

27)  Jian-Hua Xie, Michael P. Doyle*, On the Origin of the conformationally non-interconvertable isomers of bisphenyldirhodium(III) caprolactamate, J. Mexic. Chem. Soc. 2009, 53, 143-146.

28)  Wen-Ju Bai, Jian-Hua Xie, Ya-Li Li, Sheng Liu, Qi-Lin Zhou*, Enantioselective synthesis of chiral b-aryloxyalcohols by ruthenium-catalyzed ketone hydrogenation via DKR, Adv. Synth. Catal. 2010, 352, 81-84.

29)  Pu-Cha Yan, Jian-Hua Xie, Guo-Hua Hou, Li-Xin Wang, Qi-Lin Zhou*, Enantioselective synthesis of chiral tetrahydroisoquinolines by iridium-catalyzed asymmetric hydrogenation of enamines, Adv. Synth. Catal. 2009, 351, 3243-3250.

30)  Sheng Liu, Jian-Hua Xie, Wei Li, Wei-Ling Kong, Li-Xin Wang, Qi-Lin Zhou*, Highly enantioselective synthesis of chiral cyclic amino alcohols and conhydrine by ruthenium-catalyzed asymmetric hydrogenation, Org. Lett. 2009, 11, 4994-4997.

31)  Jian-Hua Xie, Lei Zhou, Peter Zavalij, Michael P. Doyle*, Yinxin Sun, Yang Liu, Huai Sun, Conformational isomers of extraordinary stability: carboxamidate-bridged dimetalloorganic compounds, Chem. Commun. 2009, 3005-3007.

32)  Jian-Hua Xie, Sheng Liu, Wei-Ling Kong, Wen-Jun Bai, Xiao-Chen Wang, Li-Xin Wang, Qi-Lin Zhou*, Highly enantioselective and diastereoslective synthesis of chiral amino alcohols by ruthenium-catalyzed asymmetric hydrogenation of a-amino aliphatic ketones, J. Am. Chem. Soc. 2009, 131, 4222-4223.

33)  Jian-Hua Xie, Wei-Ling Kong, Xiao-Cheng Wang, Wen-Ju Bai, Li-Xin Wang, Qi-Lin Zhou*, Chiral ruthenium-SDPs/diamine complexes-catalyzed enantioselective hydrogenation of a-alkyl arylacetones via dynamic kinetic resolution, Front. Chem. China 2009, 4, 299-306.

34)  Guo-Hua Hou, Jian-Hua Xie, Pu-Cha Yan, Qi-Lin Zhou*, Iridium-catalyzed asymmetric hydrogenation of cyclic enamines, J. Am. Chem. Soc. 2009, 131, 1366-1367.

35)  Jian-Hua Xie, Lei Zhou, Conrad Lubek, Michael P. Doyle*, Hetero-bis(sigma-aryl) dirhodium(III) caprolactamates. Electronic communication between aryl groups through dirhodium(III), Dalton Trans. 2009, 2871-2877.

36)  Zhang-Tao Zhou, Jian-Hua Xie, Qi-Lin Zhou*, Enantioselective synthesis of chiral b-aryloxy alcohols by asymmetric hydrogenation of a-aryloxy aldehydes via dynamic kinetic resolution, Adv. Synth. Catal. 2009, 351, 363-366.

37)  Jian-Hua Xie, Qi-Lin Zhou, Chiral diphosphine and monodentate phosphorus ligands on a spiro scaffold for transition-metal-catalyzed asymmetric reactions, Acc. Chem. Res. 2008, 41, 581-593.

38)  Liang Xing, Jian-Hua Xie, Yong-Sheng Chen, Li-Xin Wang, Qi-Lin Zhou*, Simply modified chiral diphosphine: catalyst recycling via non-covalent absorption on carbon nanotubes, Adv. Synth. Catal.2008350, 1013-1016.

39)  Hai-Feng Duan, Jian-Hua Xie, Xiang- Chen Qiao, Li-Xin Wang, Qi-Lin Zhou*, Enantioselective rhodium-catalyzed addition of arylboronic acids to α-ketoesters, Angew. Chem. Int. Ed. 200847, 4351-4353.

40)  Xiang-Hong Huo, Jian-Hua Xie, Qiu-Shi Wang, Qi-Lin Zhou*,The synthesis of spirobitetraline phosphoramidite ligands and their application in rhodium-catalyzed asymmetric hydrogenation, Adv. Synth. Catal.2007349, 2477-2484.

41)  Jian-Hua Xie, Zhang-Tao Zhou, Wei-Ling Kong, Qi-Lin Zhou*, Ru-Catalyzed asymmetric hydrogenation of racemic aldehydes via dynamic kinetic resolution: efficient synthesis of optically active primary alcohols, J. Am. Chem. Soc. 2007129, 1868-1869.

42)  Bao-Min Fan, Jian-Hua Xie, Shen Li, Li-Xin Wang, Qi-Lin Zhou*, Highly enantioselective silylcarbocyclization of 1,6-enynes catalyzed by Rh(I)-SDP complexes, Angew. Chem. Int. Ed. 200746, 1275-1277.

43)  Sheng Liu, Jian-Hua Xie, Li-Xin Wang, Qi-Lin Zhou*, Dynamic kinetic resolution allows α highly enantioselective synthesis of cis-a-aminocycloalkanols by ruthenium-catalyzed asymmetric hydrogenation, Angew. Chem. Int. Ed. 200746, 7506-7508.

44)  Bao-Min Fan, Jian-Hua Xie, Zhang-Tao Zhou, Qi Zhang, Yong-Qiang Tu, Qi-Lin Zhou* Application of chiral spiro monophosphorus ligands in rhodium-catalyzed asymmetric hydroformylation, CHEM. RES. CHINESE UNIVERSITIES, 2006, 1894-1896

45)  Guo-Hua Hou, Jian-Hua Xie, Lin-Xin Wang, Qi-Lin Zhou*, Highly efficient Rh(I)-catalyzed hydrogenation of enamines using monodentate spiro phosphonite ligands, J. Am. Chem. Soc. 2006128, 11774-11775.

46)  Xu Cheng, Jian-Hua Xie, Sheng Li, Qi- Lin Zhou*, Ru(II)-SFDP complexes catalyzed asymmetric hydrogenation of α,β-unsaturated carboxylic acids, Adv. Synth. Catal. 2006348, 1271-1276.

47)  Jun Zhong, Jian-Hua Xie, Ai-E Wang, Wei Zhang, Qi-Lin Zhou*, Highly efficient triaryl phosphine-functionalized N-heterocyclic carbene ligands for hydroarylation reaction, Synlett 2006, 1193-1196.

48)  Yi-Xia Jia, Jian-Hua Xie, Hai-Feng Duan, Li-Xin Wang, Qi-Lin Zhou*, Asymmetric Friedel–Crafts addition of indoles to N-sulfonyl aldimines: Α simple approach to optically active 3- indolylmethanamine derivatives, Org. Lett. 2006, 8, 1621-1624.

49)  Hai-Feng Duan, Jian-Hua Xie, Xiang- Chen Qiao, Li-Xin Wang, Qi-Lin Zhou*, Enantioselective rhodium-catalyzed addition of arylboronic acids to α-ketoesters, Angew. Chem. Int. Ed. 200847, 4351-4353.

50)  Wen-Jian Shi, Qi Zhang, Jian-Hua Xie, Shou-Fei Zhu, Guo-Hua Hou, Qi-Lin Zhou*, Highly enantioselective hydrovinylation of α-alkyl vinylarenes. An approach to the construction of all-carbon quaternary stereocenters, J. Am. Chem. Soc. 2006128, 2780-2781.

51)  Bao-Min Fan, Shen Li, Jian-Hua Xie, Li -Xin Wang, Yong-Qiang Tu, Qi-Lin Zhou*, Rhodium-catalyzed asymmetric Pauson-Khand reaction using SDP ligands, Science in China: Series Β Chemistry. 200649(1), 81-87 

52)  Jian-Hua Xie, Shou-Fei Zhu, Yu Fu, Ai -Guo Hu, Qi-Lin Zhou*, New chiral phosphorus ligands with spirobiindane backbone for the asymmetric hydrogenations, Pure Appl. Chem. 200577, 2121-2132.

53)  Bao-Min Fan, Jian-Hua Xie, Shen Li, Yong-Qiang Tu, Qi-Lin Zhou*, Rhodium-catalyzed asymmetric Pauson-Khand reaction using monophosphoramidite ligand SIPHOS, Adv. Synth. Catal. 2005, 347, 759-762.

54)  Jian-Hua Xie, Sheng Liu, Xiang-Hong Huo, Xu Cheng, Hai-Feng Duan, Bao-Ming Fan, Li-Xin Wang, Qi-Lin Zhou*, Ru(II)-SDP-complexes catalyzed asymmetric hydrogenation of ketones. The effect of alkali metal cation in the reaction,J. Org. Chem. 200570, 2967-2973.

55)  Wen-Jian Shi, Jian-Hua Xie, Qi-Lin Zhou*, Palladium-catalyzed asymmetric hydrovinylation under mild conditions using chiral spiro monodentate phosphoramidite and phosphite ligands, Tetrahedron: Asymmetry 200516, 705-710.

56)  Ai-E Wang, Jian-Hua Xie, Li-Xin Wang, Qi-Lin Zhou*, Triaryl phosphine-functionalized N-heterocyclic carbene ligands for Heck reaction, Tetrahedron 200561, 259- 266.

57)  Xu Cheng, Qi Zhang, Jian-Hua Xie, Li- Xin Wang, Qi-Lin Zhou*, Highly rigid diphosphine ligands with large dihedral angle based on chiral spirobifluorene backbone, Angew. Chem. Int. Ed. 200544, 1118-1121.

58)  Yu Fu, Guo-Hua Hou, Jian-Hua Xie, Liang Xing, Li-Xin Wang, Qi-Lin Zhou*, Synthesis of monodentate chiral spiro phosphonites and the electronic effect of ligand in asymmetric hydrogenation, J. Org. Chem. 200469, 8157-8160.

59)  Xun-Xiang Guo, Jian-Hua Xie, Guo-Hua Hou, Wen-Jian Shi, Li-Xin Wang, Qi-Lin Zhou*, Asymmetric palladium-catalyzed hydrosilylation of styrenes using efficient chiral spiro phosphoramidite ligands,Tetrahedron: Asymmetry 200415, 2231-2234.

60)  Yu Fu, Xun-Xiang Guo, Shou-Fei Zhu, Ai-Guo Hu, Jian-Hua Xie, Qi-Lin Zhou*, Rhodium-catalyzed asymmetric hydrogenation of functionalized olefins using monodentate spiro phosphoramidite ligands,J. Org. Chem. 200469, 4648-4655.

61)  Xu Cheng, Guo-Hua Hou, Jian-Hua Xie, Qi-Lin Zhou*, Synthesis and optical resolution of 9,9'-spirobifluorene-1,1'-diol, Org. Lett. 20046, 2381- 2383.

62)  Ai-E Wang, Jun Zhong, Jian-Hua Xie, Kai Li, Qi-Lin Zhou*, Highly efficient Suzuki cross-coupling catalyzed by palladium/phosphine-imidazolium carbene system, Adv. Synth. Catal. 2004346, 595-598.

63)  Jian-Hua Xie, Hai-Feng Duan, Βao-Min Fan, Xu Cheng, Li-Xin Wang, Qi-Lin Zhou*, The application of SDP ligands for Pd-catalyzed allylic alkylation, Adv. Synth. Catal. 2004346, 625-632.

64)  Shou-Fei Zhu, Yu Fu, Jian-Hua Xie, Βin Liu, Liang Xing, Qi-Lin Zhou*, Synthesis of chiral 4,4′-disubstituted 1,1′-spirobiindane-7,7′-diols and related phosphoramidites. The substituent effect of SIPHOS ligands in Rh-catalyzed asymmetric hydrogenation, Tetrahedron: Asymmetry 2003, 14, 3219- 3224.

65)  Jian-Hua Xie, Li-Xin Wang, Shuo-Fei Zhu, Yu Fu, Bao-Min Fan, Hai-Feng Duan Qi-Lin Zhou*, Synthesis of spiro diphosphine ligands and their application in asymmetric hydrogenation of ketones,J. Am. Chem. Soc. 2003125, 4404-4405.

66)  Hai Zhou, Wen-Hu Wang, Yu Fu, Jian-Hua Xie, Wen-Jian Shi, Li-Xin Wang, and Qi-Lin Zhou*, Highly enantioselective copper-catalyzed conjugate addition of diethylzinc to enones using chiral spiro phosphoramidites as ligands, J. Org. Chem. 2003, 68, 1582-1584.

67)  Ai-Guo Hu, Yu Fu, Jian-Hua Xie, Hai Zhou, Li-Xin Wang, Qi-Lin Zhou*, Monodentate chiral spiro phosphoramidites: Efficient ligands for rhodium-catalyzed enantioselective hydrogenation of enamides,Angew. Chem. Int. Ed. 200241, 2348-2350.

68)Yu Fu, Jian-Hua Xie, Ai-Guo Hu, Hai Zhou, Li-Xin Wang, Qi-Lin Zhou*, Novel monodentate spiro phosphorus ligands for rhodium-catalyzed hydrogenation reactions,Chem. Commun. 2002, 480-481.