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General Information Curriculum Vitae for Vincent Lavallo Name: Vincent Lavallo Date of birth: March 24, 1978 Citizenship: U.S.A. Email address: vincent.lavallo@ucr.edu Phone: Office- 1-951-827-3685 Cell- 1-626-375-1318 Curent Position 2011-present Department of Chemistry, University of California Riverside Assistant Professor Projects: Carborane Based Ligands/Organometallic Chemistry/Catalysis Postdoctoral 2008-2011 Department of Chemistry, California Institute of Technology Postdoctoral Scholar with Robert H. Grubbs Project: Exploratory Iron Chemistry/Catalysis Consulting 2010-pres. Materia inc. Scientific Advisor Academic History 2005-2008 Department of Chemistry, University of California Riverside Ph.D. Chemistry with Guy Bertrand Projects: Novel Stable Carbenes/ Transition Metal Catalysts 2001-2005 Department of Biochemistry, University of California Riverside, B.S. Biochemistry with Guy Bertrand Project: Novel Stable Carbenes Awards and Scholarships since UCR Appointment 2011 A.C.S. Petroleum Research Fund D.N.I Award, 2012-2014. Mentor of Undergraduate Student (Javier Farjado) who received Pfizer Air Diversity Fellowship (Based on his undergraduate research in the Lavallo Lab), 2012-2013. 1

Awards and Scholarships Before National Institute of Health NRSA Postdoctoral Fellowship, 2008-2011. A.C.S. Division of Inorganic Chemistry Young Investigator Award, 2008. A.C.S. Division of Organic Chemistry Graduate Fellowship, 2007-2008. U.C. LEADS Scholar, 2002-2004. Publications since UCR Appointment 2011 25) A. El-Hellani, V. Lavallo* Fusing N-Heterocyclic Carbenes with Carborane Anions Angew. Chem. Int. Ed. 2014, (accepted; DOI: DOI: 10.1002/anie.201402445). 24) M. Asay, C. E. Kefalidis, J. Estrada, D. S. Weinberger, J. Wright, C. E. Moore, A. L. Rheingold, L. Maron, V. Lavallo*, Isolation of a Carborane-Fused Triazole Radical Anion Angew. Chem. Int. Ed. 2013, 52, 11560. 23) V. Lavallo,* J. H. Wright II, F. S. Tham, and S. Quinlivan, Perhalogenated Carbacloso-dodecaborate Anions as Ligand Substituents: Applications in Gold Catalysis Angew. Chem. Int. Ed. 2013, 52, 3172. 22) A. El-Hellani, C. E. Kefalidis, F. S. Tham, L. Maron, V.Lavallo*, Structure and Bonding of a Zwitterionic Iridium Complex Supported by a Phosphine with the Parent Carbacloso-dodecaborate CB 11 H 11 - Ligand Substituent Inorg. Chem. 2013, 32, 6887. 21) A. L. Chan, J. Fajardo, J. H. Wright, M. Asay, V. Lavallo* Observation of Room Temperature B Cl Activation of the HCB11Cl11 Anion and Isolation of a Stable Anionic Carboranyl Phosphazide Inorg. Chem. 2013, 52, 12308. 20) J. H. Wright II, C. E. Kefalidis, F. S. Tham, L. Maron, V. Lavallo*, - Click-Like Reactions with the Inert HCB 11 Cl 11 anion leads to Heterocycles with Unusual Aromatic Character Inorg. Chem. 2013, 52, 6223. 19) V. Lavallo* (Book Chapter). Chapter Title: Olefin Metathesis Catalysts Bearing Cyclic Alkyl Amino Carbenes Book Title: Handbook of Olefin Metathesis 2 nd Ed. Wiley Publishing. (Accepted 2013), in press). 2

Publications before UCR Appointment 2011 18) V. Lavallo, A. El-Batta, G. Bertrand, R. H. Grubbs, Insights Into the Carbene Initiated Aggregation of Fe(COT) 2 Angew. Chem. Int. Ed. 2011, 50, 268. 17) V. Lavallo, R. H. Grubbs, Carbenes as Catalysts for Transformations of Organometallic Iron Complexes Science 2009, 326, 559,. see also: Science 2009 326, 532; Chem. Eng. News 2009, 87(43), 9. 16) V. Lavallo, C. A. Dyker, B. Donnadieu, G. Bertrand, Are Allenes with Zwitterionic Character Still Allenes? Of course! Angew. Chem. Int. Ed. 2009, 48, 1540. 15) V. Lavallo, G. D. Frey, M. Soleilhavoup, B. Donnadieu, G. Bertrand, Homogeneous Catalytic Hydroamination of Alkynes and Allenes with Ammonia. Angew. Chem. Int. Ed. 2008, 47, 5224. 14) V. Lavallo, C. A. Dyker, B. Donnadieu, G. Bertrand, Synthesis and ligand properties of stable five-membered-ring allenes containing only second-row elements. Angew. Chem. Int. Ed. 2008, 47, 5411. 13) C. A. Dyker, V. Lavallo, B. Donnadieu, G. Bertrand, An Extremely Bent Acyclic Allene (A Carbodicarbene ): A Strong Donor Ligand Angew. Chem. Int. Ed. 2008, 47, 3206. see also: Science 2008, 321, 5892,. 12) V. Lavallo, G. D. Frey, S. Kousar, B. Donnadieu, G. Bertrand, Allene Formation by Gold Catalyzed Cross-Coupling of Masked Carbenes and Vinylidenes Proc. Natl. Acad. Sci. USA 2007, 104, 13569. 11) G. D. Frey, V. Lavallo, Y. Canac, B. Donnadieu, W. W. Schoeller, G. Bertrand, Facile Splitting of H 2 and NH 3 by Nucleophilic Activation at a Single Carbon Center Science 2007, 316, 439. see also: Chem. Eng. News 2007, 85(19), 67; Angew. Chem. Int. Ed. 2008, 47, 38; Angew. Chem. Int. Ed. 2008, 47, 831. 10) A. DeHope, V. Lavallo, B. Donnadieu, W. W. Schoeller, G. Bertrand, Recently Reported Crystalline Isothiazole Carbenes: Myth or Reality Angew. Chem. Int. Ed. 2007, 46, 6922. [Angew. Chem. Hot Paper]. see also: Angew. Chem. Int. Ed. 2007, 46, 6926. 9) D. R. Anderson, V. Lavallo, D. J. O Leary, G. Bertrand, R. H. Grubbs, Synthesis and Reactivity of Olefin Metathesis Catalysts Bearing Cyclic(Alkyl)(Amino)Carbenes Angew. Chem. Int. Ed. 2007, 46, 7262. 8) V. Lavallo, Y. Canac, B. Donnadieu, W. W. Schoeller, G. Bertrand, Cyclopropenylidenes: From Interstellar Space to an Isolated Deriv. in the Laboratory Science 2006, 312, 722. see also: Chem. Eng. News 2006, 84(16), 33. 3

7) V. Lavallo, Y. Ishida, B. Donnadieu, G. Bertrand, Isolation of Cyclopropenylidene- Lithium Adducts: The Weiss-Yoshida Reagent Angew. Chem. Int. Ed. 2006, 45, 6652. 6) V. Lavallo, Y. Canac, B. Donnadieu, W. W. Schoeller, G. Bertrand CO Fixation to Alkyl Amino Carbenes: Stable Amino Ketenes with a Small HOMO LUMO Gap Angew. Chem. Int. Ed. 2006, 45, 3488. [Angew. Chem. V.I.P. paper] see also: Angew. Chem. Int. Ed. 2006, 45, 5580. 5) V. Lavallo, Y. Canac, A. DeHope, B. Donnadieu, W. W. Schoeller, G. Bertrand, Rigid CAAC ligands lead to the isolation of low-coordinate metal complexes Angew. Chem. Int. Ed. 2005, 44, 7236. [Angew. Chem. Hot Paper]. see also: Angew. Chem. Int. Ed. 2006, 45, 1348. 4) V. Lavallo, Y. Canac, C. Prasang, B. Donnadieu, W. W. Schoeller, G. Bertrand, Stable CAACs as rigid or flexible, bulky, electron-rich ligands for transition-metal catalysts: A quaternary carbon atom makes the difference Angew. Chem. Int. Ed. 2005, 44, 5705. [Angew. Chem. V.I.P. paper]. see also: Science 2005, 309, 1155; Chem. Eng. News 2005, 83(32), 15; Angew. Chem. Int. Ed. 2006, 45, 1348. 3) V. Lavallo, J. Mafhouz, Y. Canac, B. Donnadieu, W. W. Schoeller, G. Bertrand, Synthesis, reactivity, and ligand properties of a stable alkyl carbene J. Am. Chem. Soc. 2004,126, 8670. 2) K. Miqueu, J. M. Sotiropoulos, G. Pfister-Guillouzo, K. Miqueu, J. M. Sotiropoulos, G. Pfister-Guillouzo, V. L. Rudzevich, H. Gornitzka, V. Lavallo, V. D. Romanenko, Syntheses, structures, bonding and photoelectron spectra of "push-pull" substituted P-[2,6-bis(trifluoromethyl)phenyl]-sigma(2)lambda(3)-iminophosphanes Eur. J. Inorg. Chem. 2004, 2289. 1) V. D. Romanenko, C. Thoumazet, V. Lavallo, F. S. Tham, G. Bertrand, Synthesis and Reactivity of a Stable Crystalline Diastereomerically Pure Trifluoromethanesulfinic Acid Derivative: (S)-(-)-1-Trifluoromethylsulfinyl-(R)-4-phenyloxazolidin-2-one Chem. Commun. 2003, 1680. Invited Lectures V. Lavallo Zwiterionic Catalysts Supported by Charged Carboranyl Phosphine Ligands Frontiers in Catalysis Symposium 247th A.C.S. National Meeting, Dallas, TX, 2014. V. Lavallo Carborane Anions as Ligand Substituents Award Symposium in honor of T.D. Tilley and G. Bertrand 247th A.C.S. National Meeting, Dallas, TX, 2014. V. Lavallo, Blending Inorganic and Organic Chemistry: Creative Applications of Carboranes in Catalyst Design. Pfizer, La Jolla, Ca, 2013. 4

V. Lavallo, Carborane Anions in Ligand Design. University of Redlands, La Jolla, Ca, 2012. V. Lavallo, Recent Advances is Carbene Ligand Design: Ligand Properties and Catalysis Special Lecture University Claude Bernard Lyon 1, Lyon, Fr, 2010. V. Lavall o, Approach to Novel Rhenium Based Olefin Metathesis Catalysts SynCon - California Institute of Technology, Pasadena, CA, 2010. V. Lavallo, Adventure in Organometallic Iron and Rhenium Chemistry U.C. Riverside 50 th Anniversary of the Chemistry Graduate Program, Riverside, CA, 2010. V. Lavallo, Recent Advances in Carbon-Based Ligand Design D.O.C. Graduate Fellowship Award Section 41 st ACS National Organic Chemistry Symposium, Boulder, CO, 2009. V. Lavallo, Interactions of Stable Carbenes with Non-Carbonyl Iron (0)" Graduate Student Organometallic Chemistry Gordon Conference, Salve Regina University, RI, 2009. V. Lavallo, Beyond NHCs: New carbon based ligands for transition metal catalysts. D.I.C. Young Investigator Award Symposium 236th A.C.S. National Meeting, Philadelphia, PA, 2008. Patents since UCR Appointment 2011 V. Lavallo, Complexes of Phosphine Ligands Comprising the Carba-closododecaborate Substituent 2013, PCT/US2013/068581. Patents Before G. Bertrand, V. Lavallo, C. A. Dyker, Bent Allenes and their metal complexes WO 2009089483 A1, 2009. G. Bertrand, V. Lavallo, G.D. Frey, B. Donnadieu, M. Soleilhavoup, Gold catalyzed hydroamination of alkynes and allenes with NH 3 WO 2009137810 A2, 2009. G. Bertrand, V. Lavallo, Y. Canac, B. Donnadieu, Preparation of stable cyclopropenylidenes and metal complexes thereof US 2008269525 A1, 2008. G. Bertrand, V. Lavallo, Y. Canac, Stable cyclic (alkyl)(amino) carbenes as ligands for transition metal catalysts WO 2006138166 A2, 2006. 5