Paul R. Rablen
NIH Postdoctoral Fellow, Yale University, Department of Chemistry
Ph.D., Organic Chemistry, Yale University
M.A., Organic Chemistry, Columbia University
B.A., Chemistry, Haverford College
Research in my laboratory focuses on fundamental questions about the relationship between structure, stability, and reactivity in organic compounds, and on questions about the mechanistic pathways of organic reactions. These questions are pursued primarily through the use of ab initio molecular orbital calculations. These quantum mechanical calculations yield quite accurate predictions for the energies, geometries, and spectroscopic properties of stable compounds, intermediates, and even transition structures. We are also interested in developing methodology for determining or at least confirming the conformational structure of organic molecules in solution through comparison of experimentally measured proton NMR chemical shifts and coupling constants with the corresponding values predicted for various candidate structures by ab initio calculations.
(undergraduate researchers marked with *)
Graves, K.; Thamattoor, D.; Rablen, P. R. "An experimental and theoretical study of the 2-alkoxyethylidene rearrangement" J. Org. Chem. 2011, 76, 1584-1591.
O'Leary, D. J.; Rablen, P. R.; Meyer, M. P. "On the Origin of Conformational Kinetic Isotope Effects" Angew. Chem. Int. Ed. Engl. 2011, 50, 2564-2567.
Bally, T.; Rablen, P. R. "Quantum-Chemical Simulation of 1H NMR Spectra 2: Comparison of DFT-Based Procedures for Computing Proton-Proton Coupling Constants in Organic Molecules" J. Org. Chem. 2011, 76, 4818-4830 [Featured Article].
Paley, R. S.; Laupheimer,* M. C.; Erskine,* N. A. K.; Rablen, P. R.; Pike, R. D.; Jones, J. S. "Diastereoselective Spiroketalization: Stereocontrol Using An Iron(0) Tricarbonyl Diene Complex" Organic Letters 2011, 13, 58-61.
Kim, E. J.; Love, D. C.; Darout, E.; Abdo, M.; Rempel, B.; Withers, S. G.; Rablen, P. R.; Hanover, J. A.; Knapp, S. "OGA Inhibition by GlcNAc-Selenazoline" Bioorganic & Medicinal Chemistry 2010, 18, 7058-7064.
Rablen, P. R.; Paiz, A. A.;* Thuronyi, B. W.;* Jones, M. J. Jr. "Computational Investigation of the Mechanism of Addition of Singlet Carbenes to Bicyclobutanes" J. Org. Chem. 2009, 74, 4252-4261.
Jain, R.; Bally, T.; Rablen, P. R. "Calculating Accurate Proton Chemical Shifts of Organic Molecules with Density Functional Methods and Modest Basis Sets" J. Org. Chem. 2009, 74, 4017-4023 [cover feature article for this issue].
Knapp, S.; Fash, D.; Abdo, M.; Emge, T. J.; Rablen, P. R. "GlcNAc-Thiazoline Conformations" Bioorganic & Medicinal Chemistry 2009, 17, 1831-1836.
Koskowich, S. M.*; Johnson, W. C.*; Paley, R. S.; Rablen, P. R. "Computational Modeling of a Stereoselective Epoxidation: Reaction of Carene with Peroxyformic Acid" J. Org. Chem. 2008, 73, 3492-3496.