DaGang Yu

Born: September, 1986

Email:yudagang86@163.com or dgyu@scu.edu.cn;

Address: #29, Wangjiang Road, Wuhou District, Chengdu, Sichuan Province, China, 610064

Phones:+86 028-85470816 (O)

ORCID: 0000-0001-5888-1494

Researcher ID: D-3867-2016

Research Gate or LinkedIn: Da-Gang Yu or yudagang86@163.com


Postdoc and CSC Ph.D. candidate positions are available! Please, apply!


Education and Working Experience:

01/2015-         

            Professor, College of Chemistry, Sichuan University

10/2012-12/2014  

            Postdoc with Humboldt Fellowship, Muenster University

Supervisor: Prof. Dr. Frank Glorius

09/2007-07/2012

            Ph. D., in Organic Chemistry, Peking University, P. R. China.

            Supervisor: Prof. Dr. Zhang-Jie Shi

            Thesis Title: “Transition Metal-Catalyzed Inert C-O and C-C Bonds Activation”

09/2003-07/2007 

            B. S., in Chemistry, Sichuan University, Chengdu, P. R. China.

            Supervisor: Prof. Dr. Xiaoming Feng and Prof. Dr. Li-Hua Yuan


Selected Recent Awards and Scholarships

2017 ACP Lectureship Awards to Japan

2017  Thieme Chemistry Journal Award

2016  Young Talent Award of Sichuan University

2015  “Organic Chemistry Frontiers” Emerging Investigators

2014  Recruitment Program for Young Professionals (The Thousand Young Talents Plan)

2015  Recruitment Program for Young Professionals (The Thousand Young Talents Plan)

2013-2014 Alexander von Humboldt Fellowship

2013  Finalist of the 2013 Reaxys PhD Prize

2012  Dow Sustainability Innovation Student Challenge Award (Grand Prize)

2012  Top Ten Academic Stars of Peking University

2011  SciFinder Recognition in Excellence Program for OMCOS16

2011  “Star of Chemistry” of CCME in Peking University

2010  Special Grade of Chang-Qing Scholarship

2009  First Grade of Chang-Qing Scholarship


Research interests:

Green and Sustainable Organic Synthesis (CO2utilization, visible-light photocatalysis)

Novel Transition Metal-Catalysis (especially Cu- and Fe-catalysis)


Carbon dioxide (CO2) is not only a greenhouse gas but also an inexpensive, readily available and renewable carbon resource. It is very important to utilize such a one-carbon (C1) building block in organic synthesis to construct valuable heterocycles. However, it is very challenging due to its thermodynamic and kinetic stability and inertness. Although significant progress has been achieved,there are lots of limitations in reaction system and substrate scope in this field.

Our group has developed the direct use of carbon dioxide in the lactamization and lactonization of alkenyl and heteroaryl C─H bonds to synthesize important 2-quinolinones and coumarin derivatives in moderate to excellent yields. Importantly, these transition-metal-free and redox-neutral processes are eco-friendly and desirable for the pharmaceutical industry. Moreover, these reactions feature a broad substrate scope, good functional group tolerance, facile scalability and easy product derivatization.


Moreover, we realized a highly regio- and enantioselective copper-catalyzed reductive hydroxymethylation of styrenes and 1,3-dienes with one atmosphere of CO2. Diverse important chiral homobenzylic and homoallylic alcohols were readily prepared from styrenes and 1,3-dienes with high yields and excellent regio-, enantio- and Z/E- selectivities. The utility of this transformation was demonstrated by a broad range of styrenes and 1,3-dienes, facile product modification and the synthesis of bioactive compounds (R)-(?)-curcumene and (S)-(+)-ibuprofen.

Furthermore, we have disclosed the first oxytrifluoromethylation of allylamines with carbon dioxide (CO2) to synthesize important CF3-containing 2-oxazolidones via Cu-catalysis. It is also the first time to utilize CO2, a nontoxic and easily available greenhouse gas, to tune the difunctionalization of alkenes from amino- to oxy-trifluoromethylation. Of note, this multi-component reaction is highly chemoselective, regioselective and diastereoselective under redox-neutral and mild reaction conditions.


More recently, visible light-driven transformation of CO2 has been developed through generation of reactive CO2 radical anion, which is novel and unique in the field of CO2 utilization. The first thiocarboxylation of styrenes and acrylates with CO2 is realized by using visible light as a driving force and catalytic iron salts as promoters. A variety of important β-thioacids are obtained in high yields. This multicomponent reaction proceeds in an atom- and redox-economical way with broad substrate scope under mild reaction conditions. Notably, high regio-, chemo- and diastero-selectivity are observed.



Publications:


1. Y.-Y. Gui, ? N. Hu, ? X.-W. Chen, L.-L. Liao, T. Ju, J.-H. Ye, Z. Zhang, J. Li, D.-G. Yu*, Highly Regio- and Enantioselective Copper-Catalyzed Reductive Hydroxymethylation of Styrenes and 1,3-Dienes with CO 2J. Am. Chem. Soc2017, DOI: 10.1021/jacs.7b10149. ( Equal contribution. Cover)

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2. J.-H. Ye, M. Miao, H. Huang,S.-S. Yan, Z.-B. Yin, W.-J. Zhou, D.-G. Yu*, Visible light-driven and Iron-promoted Thiocarboxylation of Styrenes and Acrylates with CO 2Angew. Chem. Int. Ed. 2017, DOI: 10.1002/anie.201707862. (Online)

3. W.-J. Zhou, G.-M. Cao, G. Shen, X.-Y. Zhu, Y.-Y. Gui, J.-H. Ye, L. Sun, L.-L. Liao,J. Li, D.-G. Yu*, Visible-Light-Driven Pd-Catalyzed Radical Alkylation of C─H Bonds with General Unactivated Alkyl Bromides. Angew. Chem. Int. Ed. 2017, DOI: 10.1002/anie.201704513. (Online)

4. J.-H. Ye,? L. Zhu,? S.-S. Yan, M. Miao,X.-C. Zhang, W.-J. Zhou, J. Li, Y. Lan*, D.-G. Yu*Radical Trifluoromethylative Dearomatization of Indoles and Furans with CO2ACS Catal. 20177, 8324. ( Equal contribution)

5. Y.-Y. Gui, X.-W. Chen, W.-J. Zhou*, D.-G. Yu*, Arylation of Amides and Ureas C(sp 3)─H Bonds with Aryl Tosylates via in situ Generation from Phenols. Synlett2017, DOI: 10.1055/s-0036-1589126. (Invited paper for the issue of C-O activation)

6. L. Zhu, J.-H. Ye, M. Duan, X. Qi, D.-G. Yu*, R. Bai*, Y. Lan*, On the Mechanism of Copper-Catalyzed Oxytrifluoromethylationof Allylamines with CO 2: A Computational Study. Org. Chem. Front2017, DOI: 10.1039/C7QO00838D.

7. Y.-Y. Gui, Z.-X. Wang, W.-J. Zhou*, L.-L. Liao, L. Song, Z.-B. Yin,J. Li, D.-G. Yu*, Arylation of Aniline C(sp 3)─H Bonds with Phenols by an in-situ Activation Strategy. Asian J. Org. Chem.2017, DOI: 10.1002/ajoc.201700450. (Selected as VIP. Highlighted by ChemistryViews. Invited paper for the Special Issue on Early Career Researchers in China)

8. L.-L. Liao, Y.-Y. Gui, X.-B. Zhang, G. Shen, H.-D. Liu, W.-J. Zhou, J. Li, D.-G. Yu*, Phosphorylation of Alkenyl and Aryl C─O Bonds via Photoredox/Nickel Dual Catalysis. Org. Lett201719, 3735. (Top 2 most read papers in July, 2017)

9. W.-J. Zhou*, Y.-H. Zhang, C.-G. Mei, H.-D. Liu, D.-G. Yu*, Palladium-Catalyzed Radical-Type Transformations of Alkyl Halides. Chin. J. Org. Chem. 2017,37, 1322. (Invited review)

10. Y.-Y. Gui?, W.-J. Zhou?, J.-H. Ye, D.-G. Yu*, Photochemical Carboxylation of Activated C(sp3)─H Bonds with CO2ChemSusChem201710, 1337. (Equal contribution.Highlight)

11. Z. Zhang, T. Ju, J.-H. Ye, D.-G. Yu*, CO = CO + O: Redox-neutral Lactamization and Lactonization of C─H Bonds with CO2. Synlett 2017,Synlett 2017, 28, 741. (Invited Synpacts paper) 

12. Z. Zhang ?, T. Ju ?, M. Miao, J.-L. Han, Y.-H. Zhang, X.-Y. Zhu, J.-H. Ye, D.-G. Yu*, Y.-G. Zhi*, Transition-Metal-Free Lactonization of sp 2 C─H Bonds with CO 2Org. Lett201719, 396. ( Equal contribution . Top 3 most read papers in January, 2017)

13. Y.-Y. Gui, L.-L. Liao, L. Sun, Z. Zhang, J.-H. Ye, G. Shen, Z.-P. Lu, W.-J. Zhou, D.-G. Yu*, Coupling of C(sp 3)─H Bonds with C(sp 2)─O Electrophiles: Mild, General and Selective. Chem. Comm201753, 1192.

14. J.-H. Ye, L. Song, W.-J. Zhou, T. Ju, Z.-B. Yin, S.-S. Yan, Z. Zhang, J. Li, D.-G. Yu*, Selective Oxytrifluoromethylation of Allylamines with CO2. Angew. Chem. Int. Ed.201655, 10022. (Top 4 most readACIEpapers in July, 2016)

15.Z. Zhang, L.-L. Liao, S.-S. Yan, L. Wang, Y.-Q. He, J.-H. Ye, J. Li, Y.-G. Zhi, D.-G. Yu*, Lactamization of sp2C─H Bonds with CO2: Transition-metal-free and Redox-neutral.Angew. Chem. Int. Ed.2016, 55,7068. (the Frontispiece of Communications; Highlighted by Synfacts 2016, 12, 0910 and Chin. J. Org. Chem.)

16. Y.-Y. Gui, L. Sun, Z.-P. Lu, D.-G. Yu*, Photoredox sheds new light on nickel catalysis: from carbon-carbon to carbon-heteroatom bond formation. Org. Chem. Front20163, 522. (From themed collection 2015 Emerging Investigators by OCF)

17. X. Wang?, D.-G. Yu?, F. Glorius*, Cp*Rh(III)-Catalyzed Arylation of sp3 C?H Bonds. Angew. Chem. Int. Ed.2015,  54, 10280. (Equal contribution)

18. D.-G. Yu, T. Gensch, F. de Azambuja, S. Vásquez-Céspedes, F. Glorius*, Co(III)-Catalyzed C–H Activation/Formal SN-type Reactions: Selective and Efficient Cyanation, Halogenation, and Allylation.J. Am. Chem. Soc.2014,136, 17722. (Top 3 most read JACS papers in December, 2014).

19.D.-G. Yu, F. de Azambuja, T. Gensch, C. G. Daniliuc, F. Glorius*, The C–H Activation/1,3-Diyne Strategy: Highly Selective Direct Synthesis of Diverse Bisheterocycles by RhIII-Catalysis. Angew. Chem. Int. Ed.2014, 53, 9650. (Highlighted by Synfacts 2014, 10, 1023)

20.D.-G. Yu, F. de Azambuja, F. Glorius*, Direct Functionalization with Complete and Switchable Positional Control: Free Phenol as A Role Model. Angew. Chem. Int. Ed. 2014, 53, 7710. (Highlight)

21.D.-G. Yu, F. de Azambuja, F. Glorius*, α-MsO/TsO/Cl Ketones as Oxidized Alkyne Equivalents: Redox-Neutral Rhodium(III)-Catalyzed C–H Activation for the Synthesis of N-Heterocycles. Angew. Chem. Int. Ed. 2014, 53, 2754. (Top 6 most accessed ACIE paper in Feb. 2014, Highlighted by Synfacts 2014, 10, 567.)

22.  D.-G. Yu, S. Luo, F. Zhao, Z.-J. Shi*, Homogeneous Transition-Metal-Catalzyed C–O Bond Activation. In Homogeneous Catalysis for Unreactive Bond ActivationPages 347–439, 2014 (Wiley book)., Chapter 5, Pages 347–439, 2014 (Wiley book).

23.D.-G. Yu?, M. Suri?, F. Glorius*, RhIII/CuII-Cocatalyzed Synthesis of 1H-Indazoles through C?H Amidation and N?N Bond Formation. J. Am. Chem. Soc. 2013, 135, 8802. ( equal contribution, most read JACS papers in June, 2013)

24.Z.-J. Shi*, D.-G. Yu, Cross-Coupling Reactions. In Comprehensive Inorganic Chemistry II (Second Edition), Volume 6, Pages 47–77 (2013).

25.D.-G. Yu, X. Wang, R.-Y. Zhu, S. Luo, X.-B. Zhang, B.-Q. Wang, L. Wang, Z.-J. Shi*,Direct Arylation/Alkylation/Magnesiation of Benzyl Alcohols in the Presence of Grignard Reagents via Ni, Fe or Co-Catalyzed sp3 C–O Bond Activation. J. Am. Chem. Soc. 2012, 134, 14638. (Highlighted by Synfacts 2012, 8, 1358)

26.D.-G. Yu, Z.-J. Shi*, Mutual Activation: Suzuki–Miyaura Coupling through Direct Cleavage of sp2 C–O Bond of Naphtholate. Angew. Chem. Int. Ed. 2011, 50, 7097. (Highlighted by Synfacts 2011, 10, 1111)

27.D.-G. Yu, B.-J. Li, S. F. Zheng, B.-T. Guan, B.-Q. Wang, Z.-J. Shi*, Direct Application of Phenolic Salts in Nickel-Catalyzed Cross-Coupling with Aryl Grignard Reagents. Angew. Chem. Int. Ed. 2010, 49, 4566. (Hot paper, the frontpieces of Communications, highlighted by ChemistryViews, Synfacts 2010, 9, 1051以及《有机化学》亮点介绍)

28.D.-G. Yu, B.-J. Li, Z.-J. Shi*, Exploration of new C–O electrophiles in cross-coupling reactions. Acc. Chem. Res. 2010, 43, 1486. (Invited account. Top ten most-accessed articles of Acc. Chem. Res. in 2010)

29.C.-L. Sun, H. Li, D.-G. Yu, M. Yu, X. Zhou, X.-Y. Lu, K. Huang, S.-F. Zheng, B.-J. Li, Z.-J. Shi*, An efficient organocatalytic method for constructing biaryls through aromatic C–H activation. Nature Chem. 2010, 2, 1044 (C.-L. Sun, H. Li, and D.-G. Yu performed the experiments and analysed the data and contributed equally to this work, highlighted by Nature Chem., Nature China and Synform)

30.S. Luo?, D.-G. Yu?, R.-Y. Zhu, X. Wang, L. Wang, Z.-J. Shi*, Fe-promoted cross coupling of homobenzylic methyl ethers with Grignard reagents via sp3 C–O bond cleavage. Chem. Comm. 2013. 49, 7794. ( equal contribution)

31.D.-G. Yu, M. Yu, B.-T. Guan, B.-J. Li, Y. Zheng, Z.-H. Wu, Z.-J. Shi*, Carbon–Carbon Formation via Ni-Catalyzed Suzuki-Miyaura Coupling through C–CN Bond Cleavage of Aryl Nitrile. Org. Lett. 2009, 11, 3374. (Highlighted by Synfacts 2009, 11, 1255)

32.Z.-J. Shi *, D.-G. Yu, The “Welding” Technology in Organic Synthesis. Sci. Tec. Rev.2010, 28, 29. (Invited review)

33.D.-G. Yu, B.-J. Li, Z.-J. Shi*, Challenges in C-C Bond Formation through Direct Transformations of sp2 C–H Bonds.Tetrahedron 2012, 68, 5130. (Invited account in special issue for Tetrahedron Young Investigator Award 2012 Advances in Metal-Mediated Organic Synthesis Zhang-Jie Shi. Cover. Top 3 hottest paper in 2012)

34.Z.-C. Cao,D.-G. Yu, R.-Y. Zhu, J.-B. Wei, Z.-J. Shi*, Direct Cross Coupling of Benzyl Alcohols to Construct Diarylmethanes via Palladium Catalysis.  Chem. Comm. 201551, 2683.

Graphical abstract: Direct cross-coupling of benzyl alcohols to construct diarylmethanes via palladium catalysis

35.F. Zhao,D.-G. Yu, R.-Y. Zhu, Z.-F. Xi*, Z.-J. Shi*, Cross-Coupling of Aryl/Alkenyl Silyl Ether with Grignard Reagents through Nickel-Catalyzed C–O Bonds Activation. Chem. Lett. 2011, 40, 1001. (Invited research paper in Celebration for the 2010 Nobel Prize in Chemistry)

36.B.-J. Li, D.-G. Yu, C.-L. Sun, Z.-J. Shi*, Activation of “Inert” Alkenyl/Aryl C–O Bond and its Application in Cross-Coupling Reactions. Chem. Eur. J. 2011, 17, 1728. (Review)

37.K. Huang, D.-G. Yu, S.-F. Zheng, Z.-H. Wu, L. Xu, B.-Q. Wang, Z.-J. Shi*, Direct Borylation of Aryl and Vinyl Carbamates via Ni-Catalyzed C–O Activation. Chem. Eur. J. 2010, 17, 786.

38.H. Wang, B. Beiring, D.-G. Yu, K. Collins, F. Glorius, [3]Dendralene Synthesis: Rhodium(III)-Catalyzed Alkenyl C–H Activation and Coupling Reaction with Allenyl Carbinol Carbonate, Angew. Chem. Int. Ed. 2013, 52, 12430.

39.F. Zhao, Y.-F. Zhang, J. Wen, D.-G. Yu, J.-B. Wei, Z.-F. Xi*, Z.-J. Shi*, Programmed Selective sp2 C–O Bond Activation toward Multiarylated Benzenes. Org. Lett. 2013, 15, 3230.

40.K. Huang, G. Li, W.-P. Huang, D.-G. Yu,Z.-J. Shi*, Arylation of α-pivaloxyl Ketones with Arylboronic Reagents via Ni-catalyzed sp3 C–O Activation. Chem. Commun. 2011, 47, 7224.

41.H. Li, C.-L. Sun, M. Yu, D.-G. Yu, B.-J. Li, Z.-J. Shi*, The Catalytic Ability of Various Transition Metals in the Direct Functionalization of Aromatic C–H Bonds. Chem. Eur. J. 2011, 17, 3593.

42.C.-L. Sun, N. Liu, B.-J. Li, D.-G. Yu, Y. Wang, Z.-J. Shi*, Pd-Catalyzed C-H Functionalizations of O-Methyl Oximes with Arylboronic Acids. Org. Lett. 2010, 12, 184.

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43.B.-T. Guan, X.-Y. Lu, Y. Zheng, D.-G. Yu, T. Wu, K.-L. Li, B.-J. Li, Z.-J. Shi*, Biaryl Construction through Kumada Coupling with Diaryl Sulfates as One-by-One Electrophiles under Mild Conditions. Org. Lett. 2010,12, 396. (Highlighted by Synfacts 2010, 4, 0455)

44.B.-T. Guan, Y. Wang, B.-J. Li, D.-G. Yu, Z.-J. Shi*, Biaryl Construction via Ni-Catalyzed C–O Activation of Aryl Carboxylates.J. Am. Chem. Soc. 2008, 130, 14468. (Highlighted by Angew. Chem. Int. Ed. 2009, 48, 3569)


Presentations: 

1.The 12th National Physical Organic Chemistry Conference, Wuhan, 10/17/2017

2.International Symposium on Organic Chemistry in Western China, Chengdu, 10/08/2017

3.The 15th National Homogenous Catalysis Conference, Hangzhou, 09/27/2017

4.The 15th National Photochemistry Conference, Lanzhou, 08/23/2017

5.The 19th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS19), Jeju, Korea, 6/27/2017

6.Tateshina Conference on Organic Chemistry 2016, Tateshina, 11/10/2016

7.The 19th National Organometalic Chemistry Conference, Hangzhou, 10/30/2016

8.2016 Nanocatalysis and Clean Synthesis Conference, Suzhou, 10/29/2016

9.2016 International Symposium on C-O Activation, Himeji, 10/27/2016

10.The 12th International Symposium on Organic Free Radicals, Shanghai, 9/11/2016

11.The7thWestern Organic Chemistry Conference, Chengdu, 8/5/2016

12.The 30th CCS National Chemistry Conference, Dalian, 7/2/2016

13.The 12th SINO-US Chemistry Professors Conference, Guangzhou, 6/25/2016

14.The 11th SINO-US Chemistry Professors Conference, Soochow, 6/23/2015

15.Institute of Materials, China Academy of Engineering Physics, Jiangyou, 4/24/2015

16.The 7th Sino-German Professor Forum, Muenster, 4/18/2015

17.College of Chemistry, Sichuan University, Chengdu, 26/12/2014

18.2014 Reaxys Inspiring Chemistry Conference, Grindelwald, 9/21/2014

19.2nd International Symposium on C?H Activation, Rennes, 7/2/2014

20.The 7th GCCCD-NRW Annual Conference, Bochum, 5/17/2014

21.The 25th GCCCD Annual Conference, Duisburg, 9/7/2013

22.The 4th CCME-IOC & ICCAS-LMRSS” Alfa Aesar Symposium, Beijing, 2/18/2011

23.Organic Professor and Student Seminar (OPSS), CCME, Peking University, 6/18/2010

24.Organic Professor and Student Seminar (OPSS), CCME, Peking University, 2/24/2009

Facilities:

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Lab (since Nov, 2015, about 150 m2, the highest standard and quality in China)

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Rotary Evaporator (x8, with cryo cooler, programmable baths and vacuum)

Fume Hood (with vacuum/nitrogen Schlenk line, IKA or Heidolph stirrer/hotplates, vacuum for filtration and air pump for FCC)

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Glovebox (with refrigerator)


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Solvent Purification System (a safe and convenient way to dispense toluene, DCM, diethylether, THF, 1,4-dioxane, MeCN and DMF)

Cryo Cooler (x3, for reactions under room temperature)

Fridges/Freezers and Ovens

Chemicals and Solvent Cabinets

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Instrument Room (with UPLC, UPLC-LTQ, GC, GCMS, vacuum drying oven and canopy hoods)

Washing Machine

Lockers for Students

Coffee Room (with computers, HP Laserjet printer, microwave oven, food fridge, water dispenser and hotplate)