Xingwei Li Education Immigration Status Professional Experience Award Research Experience

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1 Xingwei Li Professor of Chemistry Dalian Institute of Chemical Physics Chinese Academy of Sciences, Dalian , China Website: Phone: +(86) Education Ph. D (2005) and M. S. (2005) in inorganic chemistry, Yale University Advisor: Robert H. Crabtree Graduate study, State University of New York at Albany (school transferring to Yale) B. S. (1996) in chemistry, Fudan University, China Immigration Status: US permanent resident Professional Experience 2010-present Professor of Chemistry and Ph. D supervisor (100-Talent Program), Dalian Institute of Chemical Physics, Chinese Academy of Sciences Assistant Professor of Catalysis, The Scripps Research Institute, Scripps Florida Assistant Professor, Nanyang Technological University, Singapore Postdoctoral Scholar, California Institute of Technology, advisor: John E. Bercaw Award 2012 Research Award, Dalian Institute of Chemical Physics, Chinese Academy of Sciences 2005 Richard Wolfgang Prize for Best Ph. D Thesis, Graduate School of Arts and Sciences, Yale University 2002 Rhodium Bicentennial Fellowship from the Johnson Matthey Co The Benjamin Smith Scholarship, State University of New York at Albany. Research Experience (1) Catalysis - Design of metal catalysts for new organic transformations - Transition metal (rhodium and palladium) catalyzed oxidative C-C, C-O, and C-N coupling based on C-H activation - Synthesis of heterocycles via metal catalyzed reaction methodologies - Selective activation and oxidation of C-H bonds, oxidation of methane to methanol - C-C coupling reactions involving alkynes. 1

2 - Alkyne and alkene hydroamination - Anaerobic oxidation (dehydrogenation) of alcohols and other hydrogen-transfer reactions involving alcohols and amines. (2) Synthetic organometallic chemistry - Synthesis of metal complexes of Rh, Ir, Ru, Pt, and Pd, particularly with N-heterocyclic carbenes (NHC) - Synthesis of complexes with abnormal binding modes of N-Heterocyclic Carbenes - Synthesis and reactivity of protic N-heterocyclic carbenes - Synthesis of late transition metal complexes featuring multi-dentate ligands with flexible binding modes. - Structural and reactivity studies (3) Mechanistic organometallic chemistry - Inter- and intramolecular activation of C-H and C-C bonds. - Metal-ligand cooperation/interactions in organometallic chemistry - Hydrogen transfer reactions (hydrogenation, dehydrogenation, and transfer hydrogenation) - Research methods: dynamic NMR spectroscopy, intermediate isolation, X-ray crystallography, isotope labeling, and reaction kinetics. Teaching Experience 2010-present Supervised 12 graduate students and one postdoc in research Nanyang Technological University, Singapore General Chemistry (310 students), Spectroscopic Methods in Synthesis (100 students), Organometallic Chemistry (35 students). Tutorial sessions of General Chemistry and Inorganic Chemistry Designed research projects for 8 undergraduate research students at NTU Yale College Math and Science Tutor Funding Record 2012 NSFC (RMB800K), (PI) 2010 NSFC (RMB360K), (PI) 2010 Chinese Academy of Sciences, RMB 2 million (100-Talent Program, PI) 2009 DOE, Center for Hydrocarbon Functionalization (co-pi), $120,500/year 2008 Singapore Ministry of Education, Singapore $250,000. List of Publications Total citations > 1160, H index = A Rare η 2 -Butadienyl Complex from an Alkyne Double Insertion with Double Vinylidene Rearrangement, Li, X.; Incarvito, C. D.; Crabtree, R. H. J. Am. Chem. Soc., 2003, 125,

3 2. Stoichiometric C-C Coupling Reactions in the Coordination Sphere of an Iridium(III) Alkyl, Li, X.; Appelhans, L. N.; Faller, J. W.; Crabtree, R. H. Organometallics 2004, 23, Rhodium and Iridium Complexes of N-Heterocyclic Carbenes via Transmetalation: Structure and Dynamics, Chianese, A. R.; Li, X.; Janzen, M. C.; Faller, J. W.; Crabtree, R. H. Organometallics 2003, 22, Electronic and Steric Effects in the Insertion of Alkyns into Iridium Hydrides, Li, X.; Vogel, T.; Incarvito, C. D.; Crabtree, R. H. Organometallics 2005, 24, Intramolecular Oxygen Transfer from Nitro Groups to C C bonds Mediated by Iridium Hydrides, Li, X.; Incarvito, C. D.; Vogel, T.; Crabtree, R. H. Organometallics 2005, 24, Cycloiridation of Unsaturated Ketones, Esters and Acetophenones Li, X.; Chen, P.; Faller, J. W.; and Crabtree R. H. Organometallics 2005, 24, Intramolecular Alkyne Hydroalkoxylation and Hydroamination Catalyzed by Iridium Hydrides, Li, X.; Chianese, A. R.; Vogel, T.; Crabtree, R. H. Org. Lett. 2005, 7, On the Mechanism of the Conversion of Methanol to 2,2,3-Trimethylbutane (Triptane) over Zinc Iodide Bercaw, J. E.; Diaconescu, P. L.; Grubbs, R. H.; Kay, R. D.; Labinger, J. A., Li, X., Mehrkhodavandi, P. M.; Morris, G. E.; Sunley, G. J.; Vagner, P. J. Org. Chem. 2006, 71, Enhanced selectivity in the conversion of methanol to 2,2,3-trimethylbutane (triptane) over zinc iodide by added phosphorous or hypophosphorous acid, Bercaw, J. E.; Grubbs, R. H.; Hazari, N.; Labinger, J. A.; Li, X. Chem. Commun. 2007, Ir(III)-induced C-bound to N-bound Tautomerization of an N-Heterocyclic Carbene, Wang, X. s, Chen, H.; Li, X. * Organometallics 2007, 26, ( s denotes student in Xingwei Li s research group) 11. Iridium Hydrides with Abnormal N-Heterocyclic Carbenes via Highly Selective C-H Activation, Song, G. s, Wang, X. s, Li. Y. and Li. X. * Organometallics, 2008, 27, Rh and Ir Abnormal N-Heterocyclic Carbenes Derived from Imidazo[1,2-a]pyridine, Song, G. s ; Zhang, Y s. and Li, X. * Organometallics 2008, 27, Hydrogen Bonding-Assisted Tautomerization of Pyridine Moieties in the Coordination Sphere of an Ir(I) Complex, Song, G. s, Li, Y.; Chen, S. s and Li, X. * Chem. Commun. 2008, Synthesis, Structures, and Solution Dynamics of Palladium Complexes of Quinoline- Functionalized N-Heterocyclic Carbenes, Peng, H. s ; Song, G. s ; and Li. X. * Inorg. Chem. 2008, 47, Quinoline-Tethered N-Heterocyclic Carbene Complexes of Rhodium and Iridium: Synthesis, Catalysis, and Electrochemical Properties Peng, H. s ; Webster, R. D. * ; Li, X. * Organometallics 2008, 27, Pyridine-Based N-Heterocyclic Carbene Hydride Complexes of Iridium via C H Activation Song, G. s ; Zhang, Y. s ; Su, Y. s ; Deng, W.; Han, K. and Li, X. * Organometallics 2008, 27,

4 17. Chelation-Assisted Rhodium Hydride-Catalyzed Regioselective H/D Exchange in Arenes Chen, S. s ; Song, G. s ; Li, X. * Tetrahedron Lett. 2008, 49, An efficient synthesis of chiral phosphinyl oxide pyrrolidines and their application to asymmetric direct aldol reactions Liu, X. * ; Le, T. N.; Lu, Y.; Xiao, Y.; Ma, J.; Li, X. Org. Bimolecular Chem. 2008, 6, A Rare η 3 -binding mode of Aryloxides in Iridium, Rhodium, and Ruthenium Complexes Panichakul, D. s ; Su, Y. s ; Li, Y.; Deng, W.-Q.; Zhao, J. * ; Li, X. * Organometallics 2008, Chelation Assisted Carbon-Halogen Bond Activation by a Rhodium(I) Complex Chen, S. s ; Li, Y.; Zhao, J. * ; Li, X. * Inorg. Chem. 2009, 48, Iridium and Rhodium 2-Methyleneimidazoline Complexes from Selective sp 3 C-H Activation of 2-Methylmidazoliums, Song, G. s ; Li, X. * Song, Z., Zhao, J.*, Zhang, H. Chem. Eur. J. 2009, 15, ,3-Dinitrone Pincer Complexes of Pd and Ni: Synthesis, Structural Characterization, and Catalysis, Zhang, Y. s ; Song, G. s ; Zhao, J.;* Pan, C.-L.;Li, X. * Organometallics 2009, 28, (a most accessed article in Organometallics from April to June 2009) 23. Rh-Catalyzed Head-to-Tail Dimerization of 1-Alkynes and Subsequent Gold-Catalyzed Hydroamination Reactions Peng, H. s ; Zhao, J. * ; Li, X. *, Adv. Syn. Catal. 2009, 351, Stabilization of an Imidosamarium(III) Cubane by Amidinates Pan, C. L.; Zhang, H.*; Li, X.* Inorg. Chem. 2009, 48, Anion Exchange-Triggered 1,3-Shift of NH Proton to Iridium in Protic N-Heterocyclic Carbenes: Hydrogen Bonding and Ion-Pairing Effects. G. Song, p Y. Su, R. A. Periana, R. H. Crabtree, K. Han*, H. Zhang and X. Li* Angew. Chem., Int. Ed. 2010, 49, Ruthenium ONO-type Pincer Complex: Synthesis, Structural Characterization, and Catalysis Zhang, Y. s ; Li, X. * ; Hong, S. H. * Adv. Syn. Catal. 2010, 352, Rh-Catalyzed Oxidative Coupling between Primary and Secondary Benzamides and Alkynes: Synthesis of Polycyclic Amides Song, G. s ; Chen, D.; Pan, C.-L.; Crabtree, R. H.; Li, X.* J. Org. Chem. 2010, 75, Rh(III)-catalyzed Tandem Oxidative Olefination-Michael Reactions between Aryl Carboxamides and Alkenes Wang, F.; Song, G.; Li, X.* Org. Lett. 2010, 12, Synthesis of 2-Pyridones and Iminoesters via Rh(III)-Catalyzed Oxidative Coupling between Acrylamides and Alkynes Su, Y.; Zhao, M.; Han, K.; Song, G.; Li, X.* Org. Lett. 2010, 12, "Rh(III)-Catalyzed Oxidative Coupling of N-Aryl-2-aminopyridine with Alkynes and Alkenes" Chen, J.; Song, G.; Pan, C.-L.; Li, X.* Org. Lett. 2010, 12,

5 31. Synthesis of Isoquinolines via Rhodium(III)-Catalyzed Dehydrative C-C and C-N Coupling between Oximines and Alkynes by Zhang, X.; Chen, D.; Zhao, M.; Zhao, J.; Jia, A. Li, X.* Adv. Synth. Catal. 2011, 353, Palladium-Catalyzed Oxidative Cross-Coupling between Pyridine N-Oxides and Indoles Gong, X.; Song, G.; Zhang, H.; Li, X.* Org. Lett. 2011,13, Ir-Mediated Tautomerization of Substituted 2,3-Bipyridyls Su, Y. s ; Song, G. s ; Han, K.*; Li, X.*, J. Organomet. Chem. 2011, 696, Pd(0)-Catalyzed Diarylation of sp 3 C-H Bonds in (2-Azaaryl)methanes Song, G.; Su, Y.; Han, K.; Gong, X.; Li, X. * Org. Lett. 2011, 13, Synthesis of N-(2-Pyridyl)indoles via Pd(II)-Catalyzed Oxidative Coupling Chen, J.; Sun,Y.; Li, X.* J. Org. Chem. 2011, 76, Gold α-oxo Carbenoids in Catalysis: Catalytic O-Atom Transfer to Alkynes Xiao, J.; Li, X.* (Minireview), Angew. Chem., Int. Ed. 2011, 50, Oxidative Coupling of NH Isoquinolones with Olefins Catalyzed by Rh(III), Wang, F.; Song, G.; Du, Z.; Li, X.* J. Org. Chem. 2011,76, Isolation of Azomethine Ylides and Complexes: Iridium(III)-Mediated Cyclization of Nitrone- Alkynes D. Chen, G. Song, Y. Su, K. Han, C.-L. Pan, A. Jia, X. Li * Angew. Chem., Int. Ed. 2011, 50, Synthesis of 1-Aminoisoquinolines via Rh(III)-Catalyzed Oxidative Coupling Xiaohong Wei, Miao Zhao, Zhengyin Du, Xingwei Li*, Org. Lett. 2011, 13, Synthesis of Quinolines and Acridines via Rh(III)-Catalyzed Oxidative Annulation of Pyridines Song, G.; Gong, X.; Li, X. * J. Org. Chem. 2011, 76, Rh(III)-Catalyzed Oxidative Coupling of 5-Aryl-1H-pyrazoles with Alkynes and Acrylates Xingwei Li*, Miao Zhao J. Org. Chem. 2011, 76, Gold- and Iodine-Mediated Internal Oxygen Transfer of Nitrone- and Sulfoxide Functionalized Alkynes Dan Chen, Guoyong Song, Aiqun Jia, Xingwei Li*, J. Org. Chem. 2011, 76, Rh(III)-catalyzed Oxidative Olefination of N-(naphthyl)sulfonamides using activated and unactivated Alkenes Xuting Li, Miao Zhao, Xue Gong, Guoyong Song, Jian Deng, Xingwei Li*, Org. Lett. 2011, 13, Rh(III)-Catalyzed Synthesis of Pyridines from alpha,beta-unasturated Ketoximes and Internal Alkynes Pei Chui Too, Toshiharu Noji, Ying Jie Lim, Xingwei Li* and Shunsuke Chiba*, Synlett 2011, Iridium phosphine abnormal N-heterocyclic carbene complexes in catalytic hydrogen transfer reactions Xue Gong, Hong Zhang, Xingwei Li*, Tetrahedron Lett. 2011, 52, Palladium-Catalyzed Cascade Cyclization-Oxidative Olefination of tert-butyl Peng Zhao, Dan Chen, Guoyong Song, Keli Han, Xingwei Li* J. Org. Chem. 2012, 77,

6 47. C-C, CO, and C-N Bond Formation via Rhodium(III)-Catalyzed Oxidative C-H Activation Guoyong Song, Fen Wang, and Xingwei Li*, Chem. Soc. Rev. 2012, 41, "Facile Synthesis of Azaarene-Substituted 3-Hydroxy-2-oxindoles via Brønsted Acid Catalyzed sp 3 C-H Functionalization". Rui Niu, Jian Xiao*, Tao Liang, and Xingwei Li*. Org. Lett. 2012, 14, "Cross-Dehydrogenative Coupling between Enamino Esters and Ketones: Synthesis of Tetrasubstituted Pyrroles" Miao Zhao, Fen Wang and Xingwei Li*. Org. Lett. 2012, 14, "Organocatalytic Asymmetric 1,4-Addition of Aldehydes to Acridiniums Catalyzed by a Diarylprolinol Silyl Ether" Tao Liang, Jian Xiao*, Zhiyi Xiong and Xingwei Li*. J. Org. Chem. 2012, 77, Rhodium(III)-Catalyzed Oxidative Mono- and Di-olefination of Isonicotinamides Xiaohong Wei, Feng Wang, Guoyong Song, Zhengyin Du, Xingwei Li*. Org. Biomol. Chem. 2012, 10, "Rhodium(III)-Catalyzed Cyclization Olefination of N-Acetoxyl Ketoimine-Alkynes" Peng Zhao, Fen Wang, Keli Han, Xingwei Li* Org. Lett. 2012, 14, "Rhodium(III)-Catalyzed Oxidative Olefination of N-(Naphthalen-1-yl)-amides" X. Wang, X. Li, J. Xiao, Y. Jiang*, Xingwei Li* Synlett. 2012, 23, Rhodium(III)- and Ruthenium(II)-Catalyzed Olefination of Isoquinolones" Peng Zhao, Rui Niu, Fen Wang, Keli Han, Xingwei Li* Org. Lett. 2012, 14, "Palladium-Catalyzed Desulfitative Arylation of Azoles with Arylsulfonyl." Xinzhang Yu, Xingwei Li*, Boshun Wan* Org. Biomol. Chem. 2012, 10, "Palladium-Catalyzed Selective Oxidative Olefination and Arylation of 2-Pyridones." Yuye Chen, Fen Wang, Aiqun Jia, Xingwei Li*, Chem. Sci. 2012, 3, 'Rh(III)-Catalyzed Diversified Oxidative Coupling of N-Allyl Arenesulfonamides with Alkynes Dongqi Wang, Fen Wang, Guoyong Song, Xingwei Li*, Angew. Chem., Int. Ed. 2012, 51, Rh(III)-Catalyzed Oxidative C-H Functionalization of Azomethine Ylides Wencui Zhen, Fen Wang, Miao Zhao, Zhengyin Du, Xingwei Li*, Angew. Chem., Int. Ed. 2012, 51, Ruthenium- and Sulfonamide-Catalyzed Cyclization between N-Sulfonyl Imines and Alkynes Peng Zhao, Fen Wang, Keli Han, Xingwei Li*, Org. Lett. 2012, 14, Yb(OTf) 3 -Catalyzed Addition of 2-Methyl Azaarenes to Isatins via C H Functionalization." Niu Rui, Yang Shiying, Xiao Jian, Liang Tao, Li Xingwei*. Chin. J. Catal. 2012, 33, Rhodium(III)-Catalyzed Annulation of Azomethine Ylides with Alkynes via C-H Activation, Chen, Y.; Wang, F.; Zhen, W.; Li, X.* Adv. Synth. Catal. 2013, 355, Rhodium(III)-Catalyzed C-C Coupling between Arenes and Aziridines by C-H Activation X. Li*, S. Yu, F. Wang, B. Wan*, X. Yu, Angew. Chem., Int. Ed. 2013, DOI: /anie Silver(I)-Catalyzed Addition-Cyclization of Alkyne-Functionalized Azomethines Y. Liu, W. 6

7 Zhen, W. Dai, F. Wang, X. Li*, Org. Lett. 2013, DOI: /ol Rhodium(III)-Catalyzed Oxidative Olefination of N-Allyl Sulfonamides S. Hu, D. Wang, J. Liu, X. Li*, submitted, under review. 7