正规(beat·365旧版)绿色学院
师资力量

付海燕     教授

研究方向:过渡金属催化的方法学研究

联系方式:          Email:scufhy@scu.edu.cn

个人主页:点击进入

简历:

学习经历:

1994/9–1998/7,正规(beat·365旧版)绿色学院,学士

2000/9–2003/7,正规(beat·365旧版)绿色学院,硕士,导师:陈华

2003/9–2006/7,正规(beat·365旧版)绿色学院,博士,导师:陈华

2011/4-2012/4,法国雷恩一大,访问学者,合作导师:Henri Doucet教授

2013/9-2015/3,美国Scripps研究所,访问学者,合作导师:余金权教授

工作经历:

2006/7-2009/7,正规(beat·365旧版)绿色学院,讲师

2009/7-2021.7,正规(beat·365旧版)绿色学院,副教授

2021.7-至今,正规(beat·365旧版)绿色学院,教授

主要研究方向

1. 过渡金属催化的新型碳-碳,碳-杂偶联反应研究;

2. 发展新的杂环化合物的构建及衍生方法;

3. 缺电芳杂环的官能化反应研究;

4. 氢甲酰化反应研究

主要工作业绩

教学:主讲过有机化学、有机化学实验(I-1、有机化学实验(I-2、化学综合实验、专业英语、改变世界的分子等本科课程和有机金属络合催化等研究生课程。副主编化学专著一本,参编有机化学教材一本,基础有机化学实验教材一本。获四川大学教学成果二等奖一项(排名第四);参加校级思政榜样课程一门,先后获得“四川大学青年骨干教师奖”,“学术型社团指导教师优秀奖”, “大学生创新创业教育优秀指导教师奖”。

科研:主要从事过渡金属催化的C-H官能化反应研究,发展了季铵盐活化策略有效解决了缺电芳香杂环难以官能化的问题,实现了吡啶类化合物的各类官能化反应;同时基于季铵活化实现了基于吡啶类化合物的环转化,包括缩环和同环转化反应,为吡啶类化合物的高值化利用提供了有效途径。

研究成果先后发表在ScienceJ. Am. Chem. Soc.Angew. Chem. Int. Ed.Org. Lett.Chem.Commun.J. Org. Chem.Adv. Syn.Catal.Eur. J. Org. Chem.J. Mol. Catal. A: Chem.;等刊物上,授权发明专利5项;主持和参研自然科学基金及企业合作项目10余项。

承担科研项目情况

1. 国家自然科学基金面上项目,22072099, 新型联吡啶双膦配体的设计合成及其在氢甲酰化中的应用研究, 2021.1-2024.12 63万,项目负责人

2. 国家自然科学基金面上项目,21871187, 缺电杂芳环的C-H官能化反应—惰性C-H键活化新策略研究, 2019/01-2022/12 65万,项目负责人

3. 四川省科技计划项目,2018GZ0312,缺电杂芳环的C-H官能化反应,2018.1-2019.12 20万,项目负责人

4. 四川大学-泸州合作项目,2018CDLZ-13,基于C-H活化方法的吡啶药物分子合成研究及生物活性测试,2019.1-2020.12 30万,项目负责人

5. 绿色催化四川省高校重点实验室开放基金项目,LZJ1901基于联吡啶骨架新型膦配体的合成和应用研究,2019.07-2021.065万,项目负责人

6. 国家自然科学基金面上项目,21072138, 负载金属催化剂表面羟基和溶剂水对羧基加氢的作用机理研究,2011/01-2014/1236万,主研

7. 国家自然科学基金青年基金项目, 21202104 含氮四膦配体及其钯配合物的合成,表征及其催化Heck反应研究,2013/01--2015/12, 25万元,项目负责人

学术报告

1. 第十五届全国均相催化学术讨论会 2017.9,26-29,口头报告

2. 第九届西部有机化学论坛,2018.10,18-20,口头报告

代表性成果 (获奖成果、专著、论文、专利)

1. Sun, R.; Yang, X.; Ge, Y.; Song, J.; Zheng, X.; Yuan, M.; Li, R.; Chen, H.; Fu, H.*, Visible-Light-Induced Oxazoline Formations from N-Vinyl Amides Catalyzed by an Ion-Pair Charge-Transfer Complex. ACS Catalysis 2021, 11 (18), 11762-11773

2. Li,W.; Li, S.; Luo L.; Ge, Y.; Xu, J.; Zheng, X.; Yuan, M.; Li, R.; Chen, H.; Fu, H.*,Visible-Light-Initiated Catalyst-Free Oxidative Cleavage of (Z)-Triaryl-Substituted Alkenes Containing Pyridyl Motif under Ambient Conditions, Green Chem. 2021, 23, 3649–3655

3. Zhao, J.; Zheng, X.; Tao, S.; Zhu, Y.; Yi, J.; Tang, S.; Li, R.; Chen, H.; Fu, H.*; Yuan, M.*, Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a pi-Acceptor Biphosphoramidite Ligand. Org Lett 2021, 23 (15), 6067-6072

4. Jiang, Y.; Li, C.; Tang, S.; Tao, S.; Yuan, M.; Li, R.; Chen, H.; Fu, H.*; Zheng, X.*, Practical Synthesis of (Z)-alpha,beta-Unsaturated Nitriles via a One-Pot Sequential Hydroformylation/Knoevenagel Reaction. J. Org. Chem. 2021, 86 (21), 15413-15422

5. Hao, T.; Yang, Y.; Liang, W.; Fan, C.; Wang, X.; Wu, W.*; Chen, X.; Fu, H.*; Chen, H.; Yang, C.*, Trace mild acid-catalysed Z --> E isomerization of norbornene-fused stilbene derivatives: intelligent chiral molecular photoswitches with controllable self-recovery. Chem Sci 2020, 12 (7), 2614-2622

6. Tang, J.; Chen, X.; Zhao, C. Q.; Li, W. J.; Li, S.; Zheng, X. L.*; Yuan, M. L.; Fu, H. Y.*; Li, R. X.; Chen, H. Iodination/Amidation of the N-Alkyl (Iso)quinolinium Salts. J. Org. Chem. 2021, 86, 716

7. Li, S.; Li, W.-J.; Yang, X.; Sun, R.; Tang, J.; Zheng, X.-L.; Yuan, M.-L.; Li, R.-X.; Chen, H.; Fu, H.-Y. *, Selective direct C–H polyfluoroarylation of electron-deficient N-heterocyclic compounds. Org. Chem.Front.2020, 7 (23), 3887-3895;

8. Li, W.; Tang, J.; Li, S.; Zheng, X.; Yuan, M.; Xu, B.; Jiang, W.; F, H. *; Li, R.; Chen, H.*, Stereodivergent Synthesis of Alkenylpyridines via Pd/Cu Catalyzed C-H Alkenylation of Pyridinium Salts with Alkynes. Org.Lett. 2020, 22 (20), 7814-7819;

9. Nie, X.; Zheng, Y.; Ji, L.; Fu, H. *; Chen, H.; Li, R. *, Acceptorless dehydrogenation of amines to nitriles catalyzed by N-heterocyclic carbene-nitrogen-phosphine chelated bimetallic ruthenium (II) complex. J. Catal. 2020, 391, 378-385;

10. Xu, K.; Li, W.; Sun, R.; Luo, L.; Chen, X.; Zhang, C.; Zheng, X.; Yuan, M.; Fu, H. *; Li, R.; Chen, H., Synthesis of 2-Formylpyrroles from Pyridinium Iodide Salts. Org.Lett. 2020, 22 (15), 6107-6111;

11. Yang, X.; Sun, R.; Li, S.; Zheng, X.; Yuan, M.; Xu, B.; Jiang, W.; Chen, H.; Fu, H. *; Li, R. *, Regioselective Direct C-H Trifluoromethylation of Pyridine. Org.Lett. 2020, 22 (18), 7108-7112

12. Zheng, Y.; Nie, X.; Long, Y.; Ji, L.; Fu, H*.; Zheng, X.; Chen, H.; Li, R*. Ruthenium-catalyzed synthesis of N-substituted lactams by acceptorless dehydrogenative coupling of diols with primary amines. Chem. Commun. 2019, 55,12384-12387

13. Liu, H. M.; Jian, L.; Li, C.; Zhang, C. C.; Fu, H.*; Zheng, X. L.; Chen, H.; Li, R. X.*, Dehydrogenation of Alcohols to Carboxylic Acid Catalyzed by in Situ-Generated Facial Ruthenium-CPP Complex. J. Org. Chem. 2019. 84(14): p. 9151-9160.

14. Li, W.; Liu, H.; Chen, X.; Li, S.; Zheng, R.; Zhang, C.; Zheng, X.; Yuan, M.; Li, R.; Fu, H.*; Chen, H*. Palladium-catalyzed direct ortho-alkynylation of aryl acetamides with low catalyst loading. Tetrahedron Lett. 2019, 60, 1875

15. Yang, X.; Sun, R.; Zhang, C.; Zheng, X.*; Yuan, M.; Fu, H.*; Li, R.; Chen, H., Iridium-Catalyzed Benzylamine C-H Alkenylation Enabled by Pentafluorobenzoyl as the Directing Group. Org Lett, 2019. 21(4): p. 1002-1006.

16. Hao, T. T.; Liang, H. R.; Ou-Yang, Y. H.; Yin, C. Z.; Zheng, X. L.; Yuan, M. L.; Li, R. X.; Fu, H.*; Chen, H.*, Palladium-Catalyzed Domino Reaction for Stereoselective Synthesis of Multisubstituted Olefins: Construction of Blue Luminogens. J. Org. Chem. 2018. 83(8): p. 4441-4454.

17. Jia, F.; Yin, C.; Zeng, Y.; Sun, R.; Ge, Y. C.; Xu, D.; Li, R.; Chen, H.; Zhang, C*.; Fu, H.*, Mechanism of Direct C-H Arylation of Pyridine via a Transient Activator Strategy: A Combined Computational and Experimental Study. J. Org. Chem. 2018. 83(17): p. 10389-10397.

18. Sun, R.; Yang, X.; Chen, X.; Zhang, C.; Zhao, X.; Wang, X.; Zheng, X.; Yuan, M.; Fu, H.*; Li, R.; Chen, H.*, Rh(III)-Catalyzed [4 + 2] Self-Annulation of N-Vinylarylamides. Org. Lett. 2018. 20(21): p. 6755-6759.

19. Yin, C.; Zhong, K.; Li, W.; Yang, X.; Sun, R.; Zhang, C.; Zheng, X.; Yuan, M.; Li, R.; Lan, Y.*; Fu, H*.; Chen, H*, C6-Selective Direct Arylation of 2-Phenylpyridine via an Activated N-methylpyridinium Salt: A Combined Experimental and Theoretical Study. Adv. Syn. & Catal. 2018. 360(20): p. 3990-3998

20. Zeng, Y.; Zhang, C.; Yin, C.; Sun, M.; Fu, H.*; Zheng, X.; Yuan, M.; Li, R.; Chen, H. *, Direct C-H Functionalization of Pyridine via a Transient Activator Strategy: Synthesis of 2,6-Diarylpyridines. Org. Lett. 2017, 19 (8), 1970-1973.

21. Huang, J.; Wang, W.; He, H.-Y.; Jian, L.; Fu, H.-Y. *; Zheng, X.-L.; Chen, H.; Li, R.-X.*, An Approach to the Synthesis of 1-Propenylnaphthols and 3-Arylnaphtho[2,1-b]furans. J. Org. Chem. 2017, 82 (5), 2523-2534.

22. Fu, H.; Shen, P. X.; He, J.; Zhang, F.; Li, S.; Wang, P.; Liu, T.; Yu, J. Q., Ligand-Enabled Alkynylation of C(sp3 )-H Bonds with Palladium(II) Catalysts. Angew. Chem. Int. Ed. 2017, 56 (7), 1873-1876.

23. Li, W.; Yin, C.; Yang, X.; Liu, H.; Zheng, X.; Yuan, M.; Li, R.; Fu, H.; Chen, H.Cu(ii)-Mediated keto C(sp(3))-H bond alpha-acyloxylation of N,N-dialkylamides with aromatic carboxylic acids. Org.Bio.Chem. 2017. 15(36): p. 7594-7599

24. Liu, H.; Han, W.; Li, C.; Ma, Z.; Li, R.; Zheng, X.; Fu, H. *; Chen, H. *, Practical Synthesis of Phenanthridinones by Palladium-Catalyzed One-Pot C-C and C-N Coupling Reaction: Extending the Substrate Scope too-Chlorobenzamides. Eur. J. Org. Chem. 2016, 2016 (2), 389-393.

25. Wang, W.; Huang, J.; Zhou, R.; Jiang, Z.-J.; Fu, H.-Y. *; Zheng, X.-L.; Chen, H.; Li, R.-X.*, A Simple and Efficient Access to Naphtho[b]furans by Claisen Rearrangement/Cyclization of Bromonaphthyl 3-Phenylallyl Ethers. Adv. Syn. & Catal. 2015, 357 (11), 2442-2446.

26. Ma, Z.; Liu, H.; Zhang, C.; Zheng, X.; Yuan, M.; Fu, H. *; Li, R.; Chen, H. *, One-Pot Synthesis of Symmetrical 2,6-DiarylpyridinesviaPalladium/Copper-Catalyzed Sequential Decarboxylative and Direct C-H Arylation. Adv. Syn. & Catal. 2015, 357 (6), 1143-1148.

27. Ge, Y.; Cheng, Y.; Fu, H.*; Zheng, X.; Li, R.; Chen, H.*; Li, X., Suzuki-Miyaura cross-coupling reaction catalyzed by a highly stable Pd(P-Phos)Cl-2 complex at room temperature under air. Chin. J. Catal. 2013, 34 (9), 1667-1673.

28. Fu, H.; Chen, H.; Doucet, H., Palladium-catalyzed selective decarboxylative coupling reaction versus direct C?H arylation for arylation of heteroaromatics. Appl. Organometal.Chem. 2013, 27 (10), 595-600.

29. Fu, H.; Zhao, L.; Bruneau, C.; Doucet, H., Palladium-Catalysed Direct Heteroarylations of Heteroaromatics Using Esters as Blocking Groups at C2 of Bromofuran and Bromothiophene Derivatives: A One-Step Access to Biheteroaryls. Synlett 2012, (14), 2077-2082.

30. Fu, H.; Chen, L.; Doucet, H., Phosphine-Free Palladium-Catalyzed Direct Arylation of Imidazo 1,2-a pyridines with Aryl Bromides at Low Catalyst Loading. J. Org. Chem. 2012, 77 (9), 4473-4478.

31. Pi, X.; Zhou, Y.; Zhou, L.; Yuan, M.; Li, R.; Fu, H.*; Chen, H.*, Dicyclopentadiene Hydroformylation in an Aqueous/Organic Two Phase System in the Presence of a Cationic Surfactant. Chin. J. Catal. 2011, 32 (4), 566-571.

32. Liu, H.; Yuan, M.; Guo, C.; Li, R.; Fu, H.*; Chen, H.*; Li, X., Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over Ru/ZrO2 center dot xH(2)O Catalyst. Chin. J. Catal. 2011, 32 (7), 1256-1261.

33. Fu, H.; Doucet, H., Methyl 2-Furoate: An Alternative Reagent to Furan for Palladium-Catalysed Direct Arylation. Eur.J.Org.Chem. 2011, (35), 7163-7173.

34. Fu, H.; Yuan, M.; Chen, H.; Li, R.; Li, X., Progress of Olefin Hydroformylation Catalyzed by Water-Soluble Rhodium-Phosphine Complexes. Chin. J. Catal. 2010, 31 (3), 251-260.

35. Mao, H.; Fu, H.*; Chen, H. *; Li, R.; Li, X., Synergistic Effect of TPPTS and TPPDS on the Regioselectivity for 1-Decene Hydroaminomethylation in a Two-Phase Catalytic System. Chin. J. Catal. 2009, 30 (12), 1192-1196.

36. Fu, H.; Li, M.; Mao, H.; Lin, Q.; Yuan, M.; Li, X.; Chen, H., Aqueous biphasic catalytic hydroformylation of higher olefins: Promotion effect of cationic gemini and trimeric surfactants. Catal. Commun. 2008, 9 (7), 1539-1544.

37. Fu, H.; Li, M.; Chen, J.; Zhang, R.; Jiang, W.; Yuan, M.; Chen, H.; Li, X., Application of a new amphiphilic phosphine in the aqueous biphasic catalytic hydroformylation of long chain olefins. J. Mol.Catal. A-Chem. 2008, 292 (1-2), 21-27.

38. Fu, H.; Li, M.; Chen, H.; Li, X., Higher olefin hydroformylation in organic/aqueous biphasic system accelerated by double long-chain cationic surfactants. J. Mol.Catal. A-Chem. 2006, 259 (1-2), 156-160.

39. Fu, H.; Guo, Y.; Lin, Q.; Chen, H.; Li, X., Cocatalytic effect of new surface-active phosphine in long-chain olefin hydroformylation. Chin. J. Catal. 2006, 27 (12), 1053-1058.

40. He, J.; Li, S.; Deng, Y.; Fu, H.; Laforteza, B. N.; Spangler, J. E.; Homs, A.; YuJ.-Q. *, Ligand-controlled C(sp(3))-H arylation and olefination in synthesis of unnatural chiral alpha-amino acids. Science 2014, 343 (6176), 1216-1220.

41. Chan, K. S. L.; Fu, H.; YuJ.-Q. *, Palladium (II)-catalyzed highly enantioselective C-H arylation of cyclopropylmethylamines. J. Am. Chem. Soc. 2015, 137 (5), 2042-6;

42. He, J.; Takise, R.; Fu, H.; YuJ.-Q. *, Ligand-enabled cross-coupling of C(sp(3))-H bonds with arylsilanes.  J. Am. Chem. Soc. 2015, 137 (14), 4618-21;

43. Zhu, R.; Tanaka, K.; Li, G.; He, J.; Fu, H.; Li, S.; YuJ.-Q. * Ligand-Enabled Stereoselective beta-C(sp(3))-H Fluorination: Synthesis of Unnatural Enantiopure anti beta-Fluoro-alpha-am8ino Acids.  J. Am. Chem. Soc. 2015, 137 (22), 7067-70

授权专利:

1. 一种吡啶化合物烯基化的方法, 付海燕,陈华,李文静,郑学丽,袁茂林,李瑞祥, ZL 202010477956.6 (2021)

2. 一种芳香族化合物及其制备方法和应用, 付海燕,陈华,孙锐,郑学丽,李瑞祥,袁茂林, ZL 201911060191.X (2021)

3. 一种缩醛胺异喹啉酮类化合物的制备方法,付海燕,孙锐,陈华,郑学丽,李瑞祥,袁茂林,ZL201811137197.8(2019)

4. 一种菲类化合物及其制备工艺,付海燕,浩涛涛,陈华, ZL 2016106247098 (2018)

5. 一种吡啶类化合物双碳氢活化芳基化的方法,付海燕, 曾阳,陈华,郑学丽,袁茂林,李瑞祥,ZL201610624803.3 (2018)

参编学术著作:

1. 专著《均相催化原理与应用》化学工业出版社,2012

2. 普通高等教育“十一五”国家级规划教材《有机化学》,高等教育出版社,2020

3. 普通高等教育“十一五”国家级规划教材《有机化学自学指导》,高等教育出版社,2020

4. 普通高等教育‘十四五’本科规划教材《有机化学实验》,科学出版社,2020

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