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
- How the distribution of alkyl groups affects the stability of allyl and pentadienyl carbocations
- How the multistep carbocation rearrangement involved in the transformation of caryolanol to isoclovene takes place
- How phenylalanine (in addition to the well-known cases of tyrosine, tryptophan, and histidine) can act as a radical cation "stepping stone" for the transmission of charge (as electron "holes") through a peptide (This project is a collaboration with groups in Fribourg, Switzerland and Melbourne, Australia)
- Assessment of how well various functional groups might serve as isosteric replacements for a diaryl thioether (which is susceptible to in Vivo degradation) in pharmaceuticals (This project is a collaboration with the Knapp research group at Rutgers University)
(undergraduate researchers marked with *)
Wiberg, K. B.; Rablen, P. R. "Methoxymethane C–O Bond Strengths: Do Their Changes Result from Hyperconjugation or Polar Effects?" J. Phys. Chem. A, 2018, 122, 6021-6025.
Wiberg, K. B.; Rablen, P. R.; Baraban, J. H. "Butadiene and Heterodienes Revisited" J. Org. Chem., 2018, 83, 8473-8482.
Rablen, P. R. "Acid-catalyzed conversion of caryolan-1-ol to isoclovene: a computational investigation of the multi-step carbocation rearrangement" Tetrahedron 2018, 74, 3781-3786.
Kirsh, J. M.;* Woodside, A. J.;* Manor, B. C.; Carrol, P. J.; Rablen, P. R.; Graves, C. R. "Synthesis and Characterization of (pyNO–)2GaCl: A Redox-Active Gallium Complex" Inorganics 2018, 6, 50.
Nathanael, J. G.; Gamon, L. F.; Cordes, M.; Rablen, P. R.; Bally, T.; Fromm, K. M.; Giese, B.; Wille, U. "Amide Neighbouring Group Effects in Peptides: Phenylalanine as Relay Amino Acid in Long-Distance Electron Transfer" ChemBioChem 2018, 19, 922-926.
Rablen, P. R.; Perry-Freer, N. A.* "How the arrangement of alkyl substituents affects the stability of delocalized carbocations" J. Org. Chem. 2018, 83, 4024-4033.
Barrow, R. D.; Blacklock, K. M.; Rablen, P. R.; Khare, S. D.; Knapp, K. "Computational Assessment of Thioether Isosteres" J. Mol. Graph. Model. 2018, 80, 282-292.
Nikolayevskiy, H.; Tun, M. K. M.; Rablen, P. R.; Ben Mamoun, C.; Herzon, S. B. "A complex stereochemical relay approach to the antimalarial alkaloid ocimicide A(1). Evidence for a structural revision" Chemical Science 2017, 8, 4867-4871.
Ma, X.; Dang, H.; Rose, J. A.; Rablen, P. R.; Herzon, S. B. "Hydroheteroarylation of Unactivated Alkenes Using N-Methoxyheteroarenium Salts" J. Am. Chem. Soc. 2017, 139, 5998-6007.
Walker, A. S.; Rablen, P. R.; Schepartz, A. “Rotamer-Restricted Fluorogenicity of the Bis-Arsenical ReAsH” J. Am. Chem. Soc. 2016, 138, 7143-7150.
Liu, J.; Wang, Z.; Levin, A.; Emge, T. J.; Rablen, P. R.; Floyd, D. M.; Knapp, S. “N-Methylimidazole Promotes the Reaction of Homophthalic Anhydride with Imines” J. Org. Chem. 2014, 79, 7593-7599.
Barrett, K. T.; Metrano, A. J.; Rablen, P. R.; Miller, S. J. "Spontaneous transfer of chirality in an atropisomerically enriched two-axis system" Nature 2014, 509, 71-75.
Rablen, P. R.; McLarney, B. D.;* Karlow, B. J.;* Schneider, J. E.* "How alkyl halide structure affects E2 and SN2 reaction barriers: E2 reactions are as sensitive as SN2 reactions" J. Org. Chem. 2014, 79, 867-879.