Our theme is catalysis, but our research interests span many different areas of organometallic chemistry. We approach problems in a mechanistic way, use a variety of physical methods to investigate reaction mechanisms, and apply organometallic chemistry to the synthesis of organic compounds.
For example, we use transition-metal hydrides to catalyze the generation of organic radicals from hydrogen gas and appropriate olefins. Tin hydrides have traditionally been used as stoichiometric H• donors in radical reactions, but their byproducts are toxic and difficult to remove. Our reaction is proving useful for radical cyclizations, particularly cycloisomerizations.
We have reported the asymmetric synthesis of a-amino acid amides and esters by the dynamic kinetic resolution (or “asymmetric transformation”) of zirconaaziridines with chiral carbonates. The stereochemical outcome depends upon the rate of configuration change of the zirconaaziridine carbon.
We are also:
ACS Cope Scholar Award, Sierra Nevada Distinguished Chemist, ACS Organometallic Award
“Electron Transfer from Hexameric Copper Hydrides”, M. Eberhart, J. R. Norton, A. Zuzek, W. Sattler, S. Ruccolo, J. Am. Chem. Soc. 2013, 135, 17262–17265. DOI: 10.1021/ja408925m
“The Effect of Double Bond Substituents on the Rate of Cyclization of a-Carbomethoxy Hex-5-enyl Radicals”, A. Han, T. Spataru, J. Hartung, G. Li, J. R. Norton, J. Org. Chem. 2014, 79, 1938–1946. DOI: 10.1021/jo402499w
“Kinetics and Thermodynamics of H−/H•/H+ Transfer from a Rhodium(III) Hydride”, Y. Hu, J. R Norton, J. Am. Chem. Soc. 2014, 136, 5938–5948.
“Formation and Properties of a Cobalt Hydride from Cobaloximes and Hydrogen”, D. P. Estes, D. C. Grills, J. R. Norton, J. Am. Chem. Soc. 2014, 136, 17362–17365.
“Dihydrogen Activation by Cobaloximes with Various Axial Ligands”, G. Li, D. P. Estes, J. R. Norton, A. Sattler, S. Ruccolo, Inorg. Chem. 2014, 53, 10743–10747.
“Direct Generation of Oxygen-Stabilized Radicals by H• Transfer from Transition Metal Hydrides”, J. L. Kuo, J. Hartung, A. Han, J. R. Norton, J. Am. Chem. Soc. 2015, 137, 1036–1039.
“Radical Isomerization and Cycloisomerization Initiated by H• Transfer,” G. Li, J. L. Kuo, A. Han, J. M. Abuyuan, L. C. Young, J. R. Norton, J. H. Palmer, J. Am. Chem. Soc. 2016, 138, 7698–7704.
“Reaction of Cp*(Cl)M(Diene) (M = Ti, Hf) with Isonitriles”, T. N. Valadez, J. R. Norton, and M. C. Neary, J. Am. Chem. Soc. 2015, 137, 10152–10155. DOI: 10.1021/jacs.5b06654.
“Synthesis and Resolution of Chiral Ruthenium Complexes Containing the 1-Me-3-PhCp Ligand,” Y. Hu, A. P. Shaw, H. Guan, J. R. Norton, W. Sattler, Y. Rong, Organometallics 2016, 35, 39–46. DOI:10.1021/acs.organomet.5b00852
“Transition-Metal Hydride Radical Cations,” Y. Hu, A. P. Shaw, D. P. Estes, and J. R. Norton, Chem. Rev. 2016, 116, 8427–8462. DOI:10.1021/acs.chemrev.5b00532
“Reaction of Cp*Zr(2,3-dimethylbutadiene) with Isonitriles and CO,” T. N. Valadez, J. R. Norton, M. C. Neary, and P. J. Quinlivan, Organometallics 2016, 35, 3163–3169. DOI: 10.1021/acs.organomet.6b00522
“Cationic Hydride Clusters Arising from Oxidation of (Ph3P)6Cu6H6,” S. Liu, M. Eberhart, J. R. Norton, X. Yin, M. Neary, and D. W. Paley, J. Am. Chem. Soc. 2017, 139, 7685-7688. DOI: 10.1021/jacs.7b02183
“Radical Cyclizations from Alkyl Iodides under H2: Catalysis by [CpV(CO)3H]–,” Jonathan L. Kuo, Chris Lorenc, Janine M. Abuyuan, and Jack R. Norton. J. Am. Chem. Soc 2018, 140 (13), 4512 – 4516. DOI: 10.1021/jacs.8b02119
“The Insertion of Isonitriles into the M-C Bonds of Group 4 Dialkyl,” Jiawei Chen, Nadine Yassin, Thilina Gunasekara, Jack R. Norton, and Michael Rauch. J. Am. Chem. Soc 2018, 140 (28), 8980 – 8989. DOI: 10.1021/jacs.8b02119
“Insertion of Isonitriles into the Zr–CH3 Bond of Cp*2Zr(CH3)2 and Electrophilic Cleavage of the Remaining Methyl Group,” Jiawei Chen, Tao Chen, Jack R. Norton, and Michael Rauch. Organometallics 2018, 37 (23), 4424-4430 DOI: 10.1021/acs.organomet.8b00690
“TEMPO–Mediated Catalysis of the Sterically Hindered Hydrogen Atom Transfer Reaction between (C5Ph5)Cr(CO)3H and a Trityl Radical,” Thilina Gunasekara, Graham P. Abramo, Andreas Hansen, Hagen Neugebauer, Markus Bursch, Stefan Grimme, and Jack R. Norton, submitted to J. Am. Chem. Soc.
“Anti-Markovnikov Alcohols by Epoxide Hydrogenation through Cooperative Catalysis,” Chengbo Yao, Tobias Dahmen, Andreas Gansäuer, and Jack R. Norton, submitted to Science.