Our research interests cover broad areas of organometallic chemistry and bioinorganic chemistry. The central theme is catalysis. Although we approach problems in a mechanistic way, and use a variety of physical methods, we also synthesize new compounds, ranging from models for metalloenzymes through organometallics to small organic compounds.
Much of our work lies at the interface between inorganic and organic chemistry. We have reported the asymmetric synthesis of -amino acid amides and esters from zirconaaziridines.
By using a chiral carbonate we can achieve a dynamic kinetic resolution (or “asymmetric transformation”). The stereochemical outcome depends upon the rate of configuration change of the carbon in the zirconaaziridine ring, so we are studying how this change in stereochemistry occurs. By using related electrophiles (carbodiimides) we can prepare a-amino amidines with control of stereochemistry. We hope that, by using epoxides and/or aziridines as electrophiles, we can devise a general method for preparing and controlling the stereochemistry of 1,3-N,O- and 1,3-N,N-disubstituted carbon chains.
We are also:
Transition-Metal Hydride Radical Cations, Yue Hu, Anthony P. Shaw, Deven P. Estes, and Jack R. Norton,Chemical Reviews, 2016.
Synthesis and Resolution of Chiral Ruthenium Complexes Containing the 1-Me-3-PhCp Ligand, Yue Hu, Anthony P. Shaw, Hairong Guan, Jack R. Norton, Wesley Sattler, Yi Rong, Organometallics, 2015, 35 (1), 39-46.
Reaction of Cp*(Cl)M(Diene) (M = Ti, Hf) with Isonitriles, Travis N. Valadez, Jack R. Norton,* and Michelle C. Neary, J. Am. Chem. Soc., 2015, 137 (32), 10152-10155 DOI: 10.1021/jacs.5b06654.
Direct Generation of Oxygen-Stabilized Radicals by H* Transfer from Transition Metal Hydrides, Jonathan L. Kuo, John Hartung, Arthur Han, Jack R. Norton, J. Am. Chem. Soc., 2015, 137 (3), 1036-1039.
Dihydrogen Activation by Cobaloximes with Various Axial Ligands, Gang Li, Deven P. Estes, Jack R. Norton, Aaron Sattler and Serge Ruccolo, Inorganic Chemistry 2014, 53, pp 10743-10747.
Formation and Properties of a Cobalt Hydride from Cobaloximes and Hydrogen, Deven P. Estes, David C. Grills, Jack R. Norton, J. Am. Chem. Soc. 2014, 136 (50), 17362- 17365.
Kinetics and Thermodynamics of H-/H*/H+ Transfer from a Rhodium(III) Hydride, Yue Hu and Jack Norton, J. Am. Chem. Soc., 2014, 136 (16), pp 5938-5948.
The Effect of Double Bond Substituents on the Rate of Cyclization of alpha- Carbomethoxy Hex-5-enyl Radicals, Arthur Han, Tudor Spataru, John Hartung, Gang Li, and Jack Norton*, J. Org. Chem. 2014 79 (5), 1938-1946. DOI: 10.1021/jo402499w
Kinetics and Mechanism of the Hydrogenation of the CpCr(CO)3./[CpCr(CO)3]2 Equilibrium to CpCr(CO)3H, Jack R. Norton, Tudor Spataru, Donald M. Camaioni, Suh-Jane Lee, Gang Li, Jongwook Choi, and James A. Franz, Organometallics, 2014, 33 (10), pp 2496-2502.
Electron Transfer from Hexameric Copper Hydrides, Michael Eberhart, Jack R. Norton, Ashley Zuzek, Wesley Sattler, and Serge Ruccolo, J. Am. Chem. Soc., 2013, 135 (46), pp 17262-17265. DOI: 10.1021/ja408925m
Synthesis and Structural Characterization, and Reactivity of Cp2- and (CpMe)2-ligated Titanaaziridines and Titanaoxiranes with Fast Enantiomer Interconversion Rates, Ling Li, Kathleen E. Kristian, Arthur Han, Jack R. Norton,* and Wesley Sattler, Organometallics 2012, 31, 8218-8224. DOI: 10.1021/om300825n
On the Reaction of Arylacetic Acids with Isonitriles, G. Polisar and J. R. Norton*, Tetrahedron 2012, 68, 10236-10240. DOI: 10.1016/j.tet.2012.09.068
Mechanisms by which Alkynes React with CpCr(CO)3H. Application to Radical Cyclization, P. Estes, J. R. Norton*, S. Jockusch, and W. Sattler, J. Am. Chem. Soc. 2012, 134, 15512-15518. DOI: 10.1021/ja306120n
Evidence for Formation of a Co-H Bond from (H-2O)2Co(dmgBF-2)-2 under H2 : Application to Radical Cyclizations, Gang Li, Arthur Han, Mary E. Pulling, Deven P. Estes and Jack R. Norton*, J. Am. Chem. Soc. 2012, 134, 14662-14665. DOI: 10.1021/ja306037w
Synthesis, Electrochemistry, and Reactivity of New Iridium (III) and Rhodium (III) Hydrides, Yue Hu, Ling Li, A. P. Shaw, Jack R. Norton*, Wesley Sattler and Yi Rong, Organometallics 2012, 31, 5058-5064. DOI: 10.1021/om300398r
“Thermodynamics of the metal-hydrogen bonds in (η5-C5H5)M(CO)2H (M = Fe, Ru, Os)”, D. P. Estes, A. K. Vannucci, A. R. Hall, D. L. Lichtenberger,* J. R. Norton*, Organometallics, 2011, 30, 3444-3447.
“Facile Reaction of Carboxylic Acids with Isonitriles in Toluene”, J. G. Polisar, L. Li, J. R. Norton*, Tetrahedron Letters, 2011, 52, 2933-2934.
“Zirconium-Catalyzed Carboalumination of α-Olefins and Chain Growth of Aluminum Alkyls: Kinetics and Mechanism”, J. M. Camara, R. A. Petros, J. R. Norton*, J. Am. Chem. Soc., 2011, 133, 5263-5273.
“Mechanism of Insertion of Alkynes into a ‘Constrained Geometry’ Zirconaaziridine: Dissociation of PMe3 is Faster than from the Corresponding Cp2 Complex”, K. E. Kristian, M. Iimura, S. A. Cummings, J. R. Norton*, K. E. Janak, K. Pang, Organometallics 28, 493-498 (2009)
“Synthesis, Electrochemistry, and Reactivity of Half-Sandwich Ruthenium Complexes Bearing Metallocene-Based Bisphosphines” A. P. Shaw, J. R. Norton*, D. Buccella, L. A. Sites, S. S. Kleinbach, D. A. Jarem, K. M. Bocage, C. Nataro*, Organometallics (In Press, 2009)
“Chain-Transfer Catalysis by Vanadium Complexes during Methyl Methacrylate Polymerization” J. W. Choi, J. R. Norton, Inorg. Chim. Acta 130, 4250-4252 (2008) (Special Issue, Robert J. Angelici)
“Direct Measurement of the Rate of Interconversion of Zirconaaziridine Enantiomers”, S. A. Cummings, J. A. Tunge, J. R. Norton, J. Am. Chem. Soc 130, 4669-4679 (2008)
“Initiating Radical Cyclizations By H• Transfer From Transition Metals” J. Hartung, M. E. Pulling, D. M. Smith, D. X. Yang, J. R. Norton*, Tetrahedron 64, 11822-11830 (2008)
“Synthesis and Properties of Carboxy-Substituted Half-Sandwich Ruthenium Complexes with Chelating Bisphosphine Ligands (n5-C5H4CO2H)Ru(n2-L)X (X = I, H)” A. P. Shaw, H. Guan, J. R. Norton, J. Organomet. Chem. 693, 1382-1388 (2008)
“Unusually Weak Metal-Hydrogen Bonds in HV(CO)4(P-P) and Their Effectiveness as H• Donors” J. W. Choi, M. E. Pulling, D. M. Smith, J. R. Norton, J. Am. Chem. Soc. 130, 4250-4252 (2008)
“Using a Two-Step Hydride Transfer to Achieve 1,4 Reduction in the Catalytic Hydrogenation of an Acyl Pyridinium Cation” A. P. Shaw, B. L. Ryland, M. J. Franklin, J. R. Norton*, J. Y.-C. Chen, M. L. Hall, J. Org. Chem. 73, 9668–9674 (2008)
“Electron Exchange Involving a Sufur-Stabilized Ruthenium Radical Cation” A. P. Shaw, B. L. Ryland, J. R. Norton, D. Buccella, A. Muscatelli, Inorg. Chem, 46, 5805-5812 (2007)
“Enantioselective Methylalumination of a-Olefins” R. A. Petros, J. M. Camara, J. R. Norton, J. Organomet. Chem 692, 4768-4773 (2007) (Special Issue, Gerhard Erker)