Castro / Karney Research Publications
(USF Undergraduate students underlined)
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C. Leung, U. M. Bashir, W. L. Karney, M. G. Swanson, H. Nikolayevskiy,* "Mechanistic Analysis of 5-Hydroxy γ-Pyrones as Michael Acceptor Prodrugs," J. Org. Chem. 2024, 89, 12432-12438.
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O. Osisioma, L. J. Patton, R. Merugu, D. Govorov, M. A. Milbrandt, C. Jarus, W. L. Karney, A. D. Gudmundsdottir,* "Formation of Stilbene Azo-Dimer by Direct Irradiation of p-Azidostilbene," Photochem. Photobiol. 2023, 99, 605-615.
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K. T. Hewa, W. Sebastien, E. M. Lemen, W. L. Karney, M. Abe, A. D. Gudmundsdottir,* "Photolysis of 3-Azido-3-phenyl-3H-isobenzofuran-1-one at Ambient and Cryogenic Temperatures," Photochem. Photobiol. 2021, 97, 1397-1406.
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U. Banerjee, S. K. Sarkar, J. A. Krause, W. L. Karney, M. Abe, A. D. Gudmundsdottir,* "Photoinduced α-Cleavage of 2-Azido-2-phenyl-1,3-indandione at Cryogenic Temperatures," Org. Lett. 2020, 22, 7885-7890.
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U. Banerjee, W. L. Karney, B. S. Ault, A. D. Gudmundsdottir,* "Photolysis of 5-Azido-3-Phenylisoxazole at Cryogenic Temperature: Formation and Direct Detection of a Nitrosoalkene," Molecules 2020, 25, 543-557.
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C. Castro,* W. L. Karney,* "Heavy-Atom Tunneling in Organic Reactions," Angew. Chem. Int. Ed. 2020, 59, 8355-8366.
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J. K. Arbitman, C. S. Michel, C. Castro,* W. L. Karney,* "Calculations Predict That Heavy-Atom Tunneling Dominates Möbius Bond Shifting in [12]- and [16]Annulene," Org. Lett. 2019, 21, 8587-8591.
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D. M. Gatlin, W. L. Karney, M. Abe, B. S. Ault, A. D. Gudmundsdottir,* "Formation and Reactivity of Vinylnitrenes as a Function of Ring Size," J. Org. Chem. 2019, 84, 9215-9225.
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C. S. Michel, P. P. Lampkin, J. Z. Shezaf, J. F. Moll, C. Castro,* W. L. Karney,* "Tunneling by 16 Carbons: Planar Bond Shifting in [16]Annulene," J. Am. Chem. Soc. 2019, 141, 5286-5293.
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S. Luo, A. J. Kuhn, I. Castano, C. Castro, W. L. Karney,* "Hydrogen Shifts in Aryl Radicals and Diradicals: The Role of m-Benzynes," J. Org. Chem. 2018, 83, 314-322.
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S. K. Sarkar, O. Osisioma, W. L. Karney, M. Abe, A. D. Gudmundsdottir,* "Using Molecular Architecture to Control the Reactivity of Triplet Vinylnitrene," J. Am. Chem. Soc. 2016, 138, 14905-14914.
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E. E. Irace, E. Brayfindley, G. A. Vinnacombe, C. Castro,* W. L. Karney,* "Stone-Wales Rearrangements in Hydrocarbons: From Planar to Bowl-Shaped Substrates," J. Org. Chem. 2015, 80, 11718-11725. (Invited manuscript for special issue: 50 Years and Counting: The Woodward-Hoffmann Rules in the 21st Century)
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E. Brayfindley, E. E. Irace, C. Castro,* W. L. Karney,* "Stone-Wales Rearrangements in Polycyclic Aromatic Hydrocarbons: A Computational Study," J. Org. Chem. 2015, 80, 3825-3831.
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M. B. Pastor, A. J. Kuhn, P. T. Nguyen, M. V. Santander, C. Castro,* W. L. Karney,* "Hydrogen Shifts and Benzene Ring Contractions in Phenylenes," J. Phys. Org. Chem. 2013, 26, 750-754. (Invited article for special issue on ISRIUM 2012).
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M. V. Santander, M. B. Pastor, J. N. Nelson, C. Castro*, W. L. Karney,* "Hückel and Möbius Bond-Shifting Routes to Configuration Change in Dehydro[4n+2]annulenes," J. Org. Chem. 2013, 78, 2033-2039 (Invited article for Howard Zimmerman Memorial Issue).
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C. Castro,* W. L. Karney,* "Mechanisms and Möbius Strips: Understanding Dynamic Processes in Annulenes," J. Phys. Org. Chem. 2012, 25, 612-619 (Invited mini-review with featured cover art).
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L. A. Januar, V. Huynh, T. S. Wood, C. Castro,* W. L. Karney,* "Dehydro[12]annulenes: Structures, Energetics, Conformational Processes, and Computed NMR Parameters," J. Org. Chem. 2011, 76, 403-407.
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T. Okoronkwo, P. T. Nguyen, C. Castro,* W. L. Karney,* "[14]Annulene: Cis/Trans Isomerization via Two-Twist and Nondegenerate Planar Bond Shifting and Möbius Conformational Minima," Org. Lett. 2010, 12, 972-975.
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P. I. Dosa, Z. Gu, D. Hager, W. L. Karney, K. P. C. Vollhardt,* "Flash-Vacuum-Pyrolytic Reorganization of Angular [4]Phenylene," Chem. Commun. 2009, 1967-1969.
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M. N. Braten, M. G. Gutierrez, C. Castro,* W. L, Karney,* "[12]Annulene Radical Anions Revisited: Evaluation of Structure Assignments Based on Computed Energetic and Electron Spin Resonance Data," J. Org. Chem. 2008, 73, 8745-8754.
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C. Castro,* W. L. Karney, E. Noey, K. P. C. Vollhardt,* "Competing Isomerizations of [12]Annulenes: Diels-Alder Reaction vs. Electrocyclization," Org. Lett. 2008, 10, 1287-1290.
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M. N. Braten, C. Castro,* R. Herges,* F. Köhler, W. L. Karney,* "The [12]Annulene Global Minimum," J. Org. Chem. 2008, 73, 1532-1535.
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J. F. Moll, R. P. Pemberton, M. G. Gutierrez, C. Castro,* W. L. Karney,* "Configuration Change in [14]Annulene Requires Möbius Antiaromatic Bond Shifting," J. Am. Chem. Soc. 2007, 129, 274-275.
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R. P. Pemberton, C. M. McShane, C. Castro,* W. L. Karney,* "Dynamic Processes in [16]Annulene: Möbius Bond-Shifting Routes to Configuration Change," J. Am. Chem. Soc. 2006, 128, 16692-16700.
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C. Castro,* W. L. Karney,* C. M. McShane, R. P. Pemberton, "[10]Annulene: Bond Shifting and Conformational Mechanisms for Automerization," J. Org. Chem. 2006, 71, 3001-3006.
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C. Castro,* W. L. Karney,* M. A. Valencia, C. M. H. Vu, R. P. Pemberton, "Möbius Aromaticity in [12]Annulene: Cis-Trans Isomerization via Twist-Coupled Bond Shifting," J. Am. Chem. Soc. 2005, 127, 9704-9705.
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C. Castro,* W. L. Karney,* C. M. H. Vu, S. E. Burkhardt, M. A. Valencia, "Computational Evaluation of the Evidence for Tri-trans-[12]Annulene," J. Org. Chem. 2005, 70, 3602-3609.
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C. Castro,* Z. Chen, C. S. Wannere, H. Jiao, W. L. Karney,* M. Mauksch, R. Puchta, N. J. R. van Eikema Hommes, P. v. R. Schleyer,* "Investigation of a Putative Möbius Aromatic Hydrocarbon. The Effect of Benzannelation on Möbius [4n]Annulene Aromaticity," J. Am. Chem. Soc. 2005, 127, 2425-2432.
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C. Castro,* C. M. Isborn, W. L. Karney,* M. Mauksch, P. v. R. Schleyer,* "Aromaticity with a Twist: Möbius [4n]Annulenes," Org. Lett. 2002, 4, 3431-3434.
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W. L. Karney,* C. J. Kastrup, S. P. Oldfield, and H. S. Rzepa,* "Möbius Forms of 8-π Electron Heteropines," J. Chem. Soc., Perkin Trans. 2 2002, 388-392.
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W. L. Karney* and W. T. Borden,* "Differences Between Phenylcarbene and Phenylnitrene and the Ring Expansions They Undergo," Advances in Carbene Chemistry, Vol. 3, U. H. Brinker, Ed.; Elsevier: Amsterdam, 2001; pp 205-251.
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N. P. Gritsan,* A. D. Gudmundsdóttir, D. Tigelaar, Z. Zhu, W. L. Karney,* C. M. Hadad,* and M. S. Platz,* "A Laser Flash Photolysis and Quantum Chemical Study of the Fluorinated Derivatives of Singlet Phenylnitrene," J. Am. Chem. Soc. 2001, 123, 1951-1962.
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N. P. Gritsan,* I. Likhotvorik, M.-L. Tsao, N. Çelebi, M. S. Platz,* W. L. Karney, C. R. Kemnitz, and W. T. Borden,* "Ring-Expansion Reaction of Cyano-Substituted Singlet Phenyl Nitrenes: Theoretical Predictions and Kinetic Results from Laser Flash Photolysis and Chemical Trapping Experiments," J. Am. Chem. Soc. 2001, 123, 1425-1433.
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W. T. Borden,* N. P. Gritsan,* C. M. Hadad,* W. L. Karney, C. R. Kemnitz, and M. S. Platz,* "The Interplay of Theory and Experiment in the Study of Phenylnitrene," Acc. Chem. Res. 2000, 33, 765-771.
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C. R. Kemnitz, G. B. Ellison, W. L. Karney, and W. T. Borden,* "CASSCF and CASPT2 Ab Initio Electronic Structure Calculations Find Singlet Methylnitrene is an Energy Minimum," J. Am. Chem. Soc. 2000, 122, 1098-1101.
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L. L. Stracener, R. J. Halter, R. J. McMahon,* C. Castro, W. L. Karney,* "Singlet-Triplet Energy Separation of Cyclobutylidene," J. Org. Chem. 2000, 65, 199-204.
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C. Castro,* C. Chen, and M. E. Jung,* "Intramolecular Glycosylation to Form 4-Methoxy-2,6-dioxopyrimidine Nucleosides via O6,5'-Cyclonucleosides," Nucleosides Nucleotides 1999, 18, 2415-2423.
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M. E. Jung,* C. Castro, and S. I. Khan, "Novel Lewis Acid-Catalyzed Rearrangement of a Sugar-Base Hybrid to Afford an Anhydronucleoside," Nucleosides Nucleotides 1998, 17, 2383-2387.
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C. Castro,* W. L. Karney,* "Incorporating Organic Name Reactions and Omitting Qualitative Analysis in an Unknown Identification Experiment," J. Chem. Educ. 1998, 75, 472-475.
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C. R. Kemnitz, W. L. Karney, W. T. Borden,* "Why Are Nitrenes More Stable Than Carbenes? An Ab Initio Study," J. Am. Chem. Soc. 1998, 120, 3499-3503.
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W. L. Karney* and W. T. Borden,* "Why Does o-Fluorine Substitution Raise the Barrier to Ring Expansion in Phenylnitrene?" J. Am. Chem. Soc. 1997, 119, 3347-3350.
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W. L. Karney* and W. T. Borden,* "Ab Initio Study of the Ring Expansion of Phenylnitrene and Comparison with the Ring Expansion of Phenylcarbene," J. Am. Chem. Soc. 1997, 119, 1378-1387.
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P. R. Schreiner,* W. L. Karney, P. v. R. Schleyer,* T. P. Hamilton, W. T. Borden,* and H. F. Schaefer III, "Carbene Rearrangements Unsurpassed: Details of the C7H6 Potential Energy Surface Revealed," J. Org. Chem. 1996, 61, 7030-7039.
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R. F. Gunion, W. Karney, P. G. Wenthold, W. T. Borden,* and W. C. Lineberger,* "Ultraviolet Photoelectron Spectroscopy of Some C7H7– Isomers: Quadricyclanide, Norbornadienide, Cycloheptatrienide, and 1,6-Heptadiynide," J. Am. Chem. Soc. 1996, 118, 5074-5082.
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M. Selke, W. L. Karney, S. I. Khan, and C. S. Foote,* "Reactions of Singlet Oxygen with Organometallic Complexes. 3. Kinetics and Scope of the Oxidative Addition Reaction of Singlet Oxygen with Iridium(I), Rhodium(I), and Platinum(II) Complexes," Inorg. Chem. 1995, 34, 5715-5720.
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M. Selke, C. S. Foote,* and W. L. Karney, "Reactions of Singlet Oxygen with Organometallic Complexes. 2. Formation of a Metastable Rhodium-Dioxygen Complex," Inorg. Chem. 1993, 32, 5425-5426.
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M. E. Jung* and C. Castro,"New Approach to the Synthesis of β-2'-Deoxyribonucleosides," J. Org. Chem. 1993, 58, 807-808.
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J. V. Z. Krevor, U. Simonis, A. Karson, C. Castro, and M. Aliakbar, "Determination of the Magnitude and Sign of the 2JPt-P Coupling Constants in Dinuclear Platinum(I) Phosphine Complexes by Two-Dimensional 31P NMR Spectroscopy," Inorg. Chem. 1992, 31, 312-317.
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K.-J. Fu, W. L. Karney, O. L. Chapman, S.-M. Huang, R. B. Kaner,* F. Diederich, K. Holczer, and R. L. Whetten,* "Giant Vibrational Resonances in A6C60 Compounds," Phys. Rev. B 1992, 46, 1937-1940.
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M. E. Jung,* C. Castro, and J. M. Gardiner, "Rapid Synthesis of 2',3'-Dideoxycytidine (ddC) From a Simple Achiral Precursor," Tetrahedron Lett. 1991, 32, 5717-5720.
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C. Castro, M. Dixon, I. Erden,* P. Ergonenc, J. R. Keeffe,* and A. Sukhovitsky, "Dye-Sensitized Photooxygenation of the Carbon-Nitrogen Double Bond," J. Org. Chem. 1989, 54, 3732-3738.