Publications

  • Perrin, C. L.; Rodgers, B. L.; O'Connor, J. M. "Nucleophilic Addition to a p-Benzyne Derived from an Enediyne: A New Mechanism for Halide Incorporation into Biomolecules" J. Am. Chem. Soc. 2007, 129,  4795.

  • Perrin, C. L.; Dong, Y. "Secondary Deuterium Isotope Effects on the Acidity of Carboxylic Acids and Phenols" J. Am. Chem. Soc. 2007, 129, 4490.

  • Perrin, C. L.; Lau, J. S. "Hydrogen-Bond Symmetry in Zwitterionic Phthalate Anions: Symmetry Breaking by Solvation" J. Am. Chem. Soc. 2006, 128, 11820.

  • Perrin, C. L.; Ohta, B. K.; Kuperman, J.; Liberman, J.; Erdélyi, M. "Stereochemistry of β-Deuterium Isotope Effects on Amine Basicity" J. Am. Chem. Soc. 2005, 127, 9641.

  • Perrin, C. L.; Erdélyi, M. "One-Bond C-C Coupling Constants in Ethers Are Not Primarily Determined by n-σ* Delocalization" J. Am. Chem. Soc. 2005, 127, 6168.

  • Cuevas, G.; Martínez-Mayorga, K.; Fernández-Alonso, M. C.; Jiménez-Barbero, J.; Perrin, C. L.; Juaristi, E.; López-Mora, N. "The Origin of One-Bond C-H Coupling Constants in OCH Fragments: Not Primarily nO*CH Delocalization" Angew. Chem. Intl. Ed. 2005, 44, 2360. 

  • Perrin, C. L.; Ohta, B. K.; Kuperman, J. "β-Deuterium Isotope Effects on Amine Basicity, 'Inductive' and Stereochemical" J. Am. Chem. Soc. 2003, 125, 15008.

  • Perrin, C. L.; Lau, J. S.; Ohta, B. K. "Low-Barrier Hydrogen Bonds in Pyridine-Dichloroacetic Acid Complexes" Polish J. Chem., 2003, 77, 1693.

  • Perrin, C. L; Kuperman, J. "Anomeric Effects versus Steric Hindrance to Ionic Solvation in Protonated Glucosylanilines and Cyclohexylanilines" J. Am. Chem. Soc. 2003, 125, 8846.

  • Perrin, C. L; Ohta, B. K. "Symmetry of NHN Hydrogen Bonds in Solution" J. Mol. Struct., 2003, 644, 1.

  • Perrin, C. L; Ohta, B. K. "Symmetry of OHO and NHN Hydrogen Bonds in 6-Hydroxy-2-formylfulvene and 6-Aminofulvene-2-aldimines" Bioorg. Chem., 2002, 30, 3.

  • Perrin, C. L. "Is There Stereoelectronic Control in Formation and Cleavage of Tetrahedral Intermediates?" Acc. Chem. Res. 2002, 35, 28.

  • Perrin, C. L.; Kim, Y.-J.; Kuperman, J. "Structures of 1,6-Dioxa-6aλ4-thiapentalene and of 1,6,6aλ4-Trithiapentalene: Cs or C2v Symmetry?," J. Phys. Chem. A 2001, 105, 11383.

  • Perrin, C. L.; Ohta, B. K. "Symmetry of NHN Hydrogen Bonds in 1,8-Bis(dimethylamino)­naphthalene·H+ and 2,7-Dimethoxy-1,8-bis(dimethylamino)naphthalene·H+" J. Am. Chem. Soc. 2001, 123, 6520.

  • Perrin, C. L.; Young, D. B. "Stereoelectronic Control in Addition of Nucleophiles to an Amidinium Ion" J. Am. Chem. Soc. 2001, 123, 4451.

  • Perrin, C. L.; Young, D. B. "Is There Stereoelectronic Control in Hydrolysis of Cyclic Guanidinium Ions?" J. Am. Chem. Soc. 2001, 123, 4446.

  • Perrin, C. L.; Kim, Y.-J. "Isotopic Perturbation of Resonance in a Homologous Series of Metal Complexes with Allylic Cation Character" J. Phys. Org. Chem. 2000, 13, 752.

  • Perrin, C. L.; Kim, Y.-J. "Symmetry of Metal Chelates" Inorg. Chem. 2000, 39, 3902.

  • Perrin, C. L.; Engler, R. E.; Young, D. B. "Bifunctional Catalysis and Apparent Stereoelectronic Control in Hydrolysis of Cyclic Imidatonium Ions" J. Am. Chem. Soc. 2000, 122, 4877.

  • Perrin, C. L.; Wang, J.; Szwarc, M. "Two-Electron Transfer from Potassium Anion to Peroxides: Simultaneous or Stepwise?" J. Am. Chem. Soc. 2000, 122, 4569.

  • Perrin, C. L.; Fabian, M. A.; Brunckova, J.; Ohta, B. K. "Absence of Reverse Anomeric Effect in Glycosylimidazoles" J. Am. Chem. Soc. 1999, 121, 6911.

  • Perrin, C. L.; Fabian, M. A.; Rivero, I. A. "Basicities of Cycloalkylamines:  Baeyer Strain Theory Revisited" Tetrahedron 1999, 55, 5773.

  • Perrin, C. L.; Rivero, I. A. "Apparatus for Direct Addition of Reagents into a Nuclear Magnetic Resonance (NMR) Sample in the NMR Probe" Rev. Sci. Instr. 1999, 70, 2173.

  • Perrin, C. L.; Chen, J.-H.; Ohta, B. K. "Amide Proton Exchange in Micelles" J. Am. Chem. Soc. 1999, 121, 2448.

  • Perrin, C. L.; Kim, Y.-J. "Symmetry of the Hydrogen Bond in Malonaldehyde Enol in Solution" J. Am. Chem. Soc. 1998, 120, 12641.

  • Perrin, C. L.; Nielson, J. B.; Kim, Y.-J. "Symmetry of Hydrogen Bonds in Solution, an Overview" Ber. Bunsenges. Phys. Chem. 1998, 102, 403.

  • Perrin, C. L.; Fabian, M. A.; Rivero, I. A. "Unusually Strong Dependence of Conformation on Solvent" J. Am. Chem. Soc. 1998, 120, 1044.

  • Perrin, C. L.; Nielson, J. B. "Asymmetry of Hydrogen Bonds in Solutions of Monoanions of Dicarboxylic Acids" J. Am. Chem. Soc. 1997, 119, 12734.

  • Perrin, C. L.; Nielson, J. B. "'Strong' Hydrogen Bonds in Chemistry and Biology" Annu. Rev. Phys. Chem. 1997, 48, 511.

  • Perrin, C. L. "Reminder Sheets for Chemistry Examinations" J. Chem. Ed. 1997, 74, 1180.

  • Perrin, C. L.; Engler, R. E. "Origin of Apparent Stereoelectronic Effects in Structure and Reactivity of Benzoquinone Monooximes" J. Org. Chem. 1997, 62, 687.

  • Perrin, C. L.; Engler, R. E. "Quantitative Assessment by 1D-EXSY NMR of Stereoelectronic Control in Acid-Catalyzed Exchange Between Stereoisomeric 2-Methoxy-1,3-dioxanes and Methanol" J. Am. Chem. Soc. 1997, 119, 585.

  • Perrin, C. L.; Engler, R. E. "Accurate Rate Constants for Chemical Exchange from Improved Weighted Linear-Least-Squares Analysis of Multiple 1D-EXSY Data" J. Magn. Resonance 1996, 123, 188.

  • Perrin, C. L.; Fabian, M. A. "Multicomponent NMR Titration for Simultaneous Measurement of Relative pKas" Analytical Chem. 1996, 68, 2127.

  • Perrin, C. L. "Reverse Anomeric Effect:  Fact or Fiction?" Tetrahedron 1995, 51, 11901.

  • Perrin, C. L.; Young, D. B. "Is the Isomer with the Largest Dipole Moment Always the Least Stable?" Tetrahedron Letters 1995, 36, 7185.

  • Perrin, C. L. "Reverse Anomeric Effect and Steric Hindrance to Solvation of Ionic Groups" Pure & Appl. Chem. 1995, 67, 719.

  • Perrin, C. L. "On the Mechanism of Buffer-Catalyzed Hydrolysis of RNA Models" J. Org. Chem. 1995, 60, 1239.

  • Perrin, C. L. "Symmetries of Hydrogen Bonds in Solution" Science 1994, 266, 1665.

  • Fabian, M. A.; Perrin, C. L.; Sinnott, M. L. "Absence of Reverse Anomeric Effect:  Conformational Analysis of Glucosylimidazolium and Glucosylimidazole" J. Am. Chem. Soc. 1994, 116, 8398.

  • Perrin, C. L.; Fabian, M. A.; Armstrong, K. B. "Solvation Effect on Steric Bulk of Ionic Substituents:  Imidazolium vs Imidazole" J. Org. Chem., 1994, 59, 5246.

  • Perrin, C. L.; Dwyer, T. J.; Baine, P. "Two-Dimensional NMR Exchange Spectroscopy (2D-EXSY) Study of Proton Exchange in Aqueous Ammonium Ion:  H/D Primary Kinetic Isotope Effect for Direct Nitrogen-to-Nitrogen Proton Transfer" J. Am. Chem. Soc. 1994, 116, 4044.

  • Perrin, C. L.; Armstrong, K. B.; Fabian, M. A. "The Origin of the Anomeric Effect:  Conformational Analysis of 2-Methoxy-1,3-dimethylhexahydropyrimidine" J. Am. Chem. Soc. 1994, 116, 715.

  • Perrin, C. L.; Armstrong, K. B. "Conformational Analysis of Glucopyranosylammonium Ions:  Does the Reverse Anomeric Effect Exist?" J. Am. Chem. Soc. 1993, 115, 6825.

  • Perrin, C. L.; Thoburn, J. D. "Absence of Stereoelectronic Control in the Hydrolysis of Fully and Partially N-Alkylated Cyclic Amidinium Ions" J. Am. Chem. Soc. 1993, 115, 3140.

  • Perrin, C. L.; Thoburn, J. D.; Kresge, A. J. "Secondary Kinetic Isotope Effects in C-N Rotation of Amides" J. Am. Chem. Soc. 1992, 114, 8800.

  • Perrin, C. L.; Thoburn, J. D. "Symmetries of Hydrogen Bonds in Monoanions of Dicarboxylic Acids" J. Am. Chem. Soc. 1992, 114, 8559.

  • Perrin, C. L.; Thoburn, J. D.; Elsheimer, S. "Origin of 'Hetero Effect' on Nitrogen Inversion:  Comparison of Hydroxylamines and Aminoxide Anions" J. Org. Chem. 1991, 56, 7034.

  • Perrin, C. L.; Engler, R. E. "Secondary H/D Kinetic Isotope Effect for Dissociation of Aqueous Ammonium Ion" J. Phys. Chem. 1991, 95, 8431.

  • Perrin, C. L. "Atomic-Size Dependence of Bader Populations:  Significance for Questions of Resonance Stabilization" J. Am. Chem. Soc. 1991, 113, 2865.

  • Perrin, C. L.; Engler, R. E. "Weighted Linear Least Squares Analysis of EXSY Data from Multiple 1D Selective Inversion Experiments" J. Magn. Resonance 1990, 90, 393.

  • Perrin, C. L.; Dwyer, T. J. "Application of Two-Dimensional NMR to Kinetics of Chemical Exchange" Chemical Reviews 1990, 90, 935.

  • Perrin, C. L, Dwyer, T. J.; Rebek, J.; Jr.; Duff, R. J. "Exchange of Amide Protons. Effect of Intramolecular Hydrogen Bonding" J. Am. Chem. Soc. 1990, 112, 3122.

  • Perrin, C. L.; Thoburn, J. D. "Evidence for a Double-Minimum Potential for Intra­molecular Hydrogen Bonds of Aqueous Hydrogen Maleate and Hydrogen Phthalate Anions" J. Am. Chem. Soc. 1989, 111, 8010.

  • Perrin, C. L. "Proton Exchange in Amides:  Surprises from Simple Systems" Acc. Chem. Res. 1989, 22, 268.

  • Perrin, C. L. "Optimum Mixing Time for Chemical Kinetics by 2D NMR" J. Magn. Resonance 1989, 82, 619.

  • Perrin, C. L.; Thoburn, J. D. "Mechanism of E/Z Stereoisomerization of Imidate Anions" J. Org. Chem. 1989, 54, 764.

  • Perrin, C. L.; Gipe, R. K. ''Rotation and Solvation of Ammonium Ion;" Science 1987, 238, 2393.

  • Perrin, C. L.; Dwyer, T. J. "Proton Exchange in Biotin:  A Reinvestigation, with Implications for the Mechanism of CO2 Transfer" J. Am. Chem. Soc. 1987, 109, 5163.

  • Perrin, C. L.; Nuñez, O. "Hydrolysis of Unsymmetrical Acetamidines:  Leaving Abilities and Stereoelectronic Effects" J. Am. Chem. Soc. 1987, 109, 522.

  • Perrin, C. L. "'Diffusion-Controlled' Unimolecular Reactions and the Lifetime of a Strong Acid in Water" J. Am. Chem. Soc. 1986, 108, 6807.

  • Perrin, C. L.; Nuñez, O. "Absence of Stereoelectronic Control in Hydrolysis of Cyclic Amidines" J. Am. Chem. Soc. 1986, 108, 5997.

  • Perrin, C. L.; Gipe, R. K. "Rotation, Solvation, and Hydrogen Bonding of Aqueous Ammonium Ion" J. Am. Chem. Soc. 1986, 108, 1088.

  • Perrin, C. L.; Lollo, C. P.; Hahn, C-S. "Imidate Anions:  Stereochemistry, Equilibrium, Nitrogen Inversion and Comparison with Proton Exchange" J. Org. Chem. 1985, 50, 1405.
  • Perrin, C. L.; Seeman, J. I. "Application of Linear Free Energy Relationships to the Curtin-Hammett Principle:  Correlation between Conformational Equilibrium, Chemical Reactivity, and Product Ratios" J. Org. Chem. 1984, 49, 2887.

  • Perrin, C. L.; Gipe, R. K. "Multisite Kinetics by Quantitative Two-Dimensional NMR" J. Am. Chem. Soc. 1984, 106, 4036.

  • Perrin, C. L.; Lollo, C. P. "Mechanisms of NH Proton Exchange in Amides and Proteins:  Solvent Effects and Solvent Accessibility" J. Am. Chem. Soc. 1984, 106, 2754.

  • Perrin, C. L.; Lollo, C. P.; Johnston, E. R. "NMR Site-to-Site Rate Constants and the Mechanisms of Acid-Catalyzed Proton Exchange in Secondary Amides" J. Am. Chem. Soc. 1984, 106, 2749.

  • Perrin, C. L.; Nuñez, O. "Does an Anomeric Effect Raise the Barrier to Conformational Change?" J. Chem. Soc., Chem. Commun. 1984, 333.

  •  Perrin, C. L.; Arrhenius, G. M. L. "Mechanisms of Acid Catalyzed Proton Exchange in N-Methyl Amides" J. Am. Chem. Soc. 1982, 104, 6693.

  • Perrin, C. L.; Arrhenius, G. M. L. "A Critical Test of the Theory of Stereoelectronic Control" J. Am. Chem. Soc. 1982, 104, 2839.

  • Perrin, C. L.; Wang, W-h. "Nitrogen to Nitrogen Transfer. Significance of Large Negative Entropies of Activation" J. Am. Chem. Soc. 1982, 104, 2325.

  • Perrin, C. L.; Schiraldi, D. A.; Arrhenius, G. M. L. "Positional Selectivity in an Encounter-Controlled Reaction:  Base-Catalyzed Proton Exchange in Amidinium Ions" J. Am. Chem. Soc. 1982, 104, 196.

  • Perrin, C. L.; Johnston, E. R. "Nuclear Magnetic Resonance Studies of Proton Exchange in Imidate Esters and Amides in Strong Acid" Canad. J. Chem. 1981, 59, 2527.

  • Perrin, C. L.; Johnston, E. R. "Mechanisms of Acid-Catalyzed Proton Exchange in Amides" J. Am. Chem. Soc. 1981, 103, 4697.

  • Perrin, C. L.; Johnston, E. R.; Lollo, C. P.; Kobrin, P. A. "NMR Studies of Base-Catalyzed Proton Exchange in Amides" J. Am. Chem. Soc. 1981, 103, 4691.

  • Perrin, C. L. "Anionic Lanthanide Shift Reagents. Application to the Assignment of NH Peaks of Amidinium Ions" Org. Magn. Resonance 1981, 16, 11.

  • Perrin, C. L.; Johnston, E. R.; Ramirez, J. L. "Mechanism of Acid-Catalyzed Proton Exchange in Amidinium Ions" J. Am. Chem. Soc. 1980, 102, 6299.

  • Perrin, C. L. "Variable-Temperature NMR without a Variable Temperature Probe" J. Magn. Resonance 1980, 40, 391.

  • Perrin, C. L.; Magde, D.; Berens, S. J.; Roqué, J. "Raman Spectrum of a Malonic Anhydride" J. Org. Chem. 1980, 45, l705.

  • Perrin, C. L.; Johnston, E. R. "Saturation-Transfer Study of The Mechanism of Hydrogen Exchange in Amides" J. Am. Chem. Soc. 1979, 101, 4753.

  • Perrin, C. L.; Johnston, E. R. "Saturation-Transfer Studies of Three-Site Exchange Kinetics" J. Magn. Resonance 1979, 33, 619.

  • Perrin, C. L.; Arrhenius, T. "Malonic Anhydride" J. Am. Chem. Soc. 1978, l00, 5249.

  • Perrin, C. L. "Hydrogen Exchange in Amidinium Ions. Chemically Significant Consequences of Slow Rotation about a Carbon-Nitrogen Single Bond" J. Am. Chem. Soc. 1974, 96, 5631.
     
  • Perrin, C. L. "Mechanism of Hydrogen Exchange in Amides" J. Am. Chem. Soc. 1974, 96, 5628.

  • Perrin, C. L. "Testing of Computer-Assisted Methods for Classification of Pharmacological Activity" Science 1974, 183, 551.

  • Perrin, C. L. "The Woodward-Hoffmann Rules - an Elementary Approach" Chemistry in Britain 1972, 8, 163.

  • Perrin, C. L.; Pressing, J. "A Simple Model for Linear Salt Effects in Solvolysis Reactions" J. Am. Chem. Soc. 1971, 93, 5705.

  • Perrin, C. L.; Skinner, G. A. "Directive Effects in Electrophilic Aromatic Substitution ('Ipso Factors'). Nitration of Haloanisoles" J. Am. Chem. Soc. 1971, 93, 3389.
  • Perrin, C. L. "Relative Leaving Abilities and Isotope Effects in Electrophilic Aromatic Substitution" J. Org. Chem. 1971, 36, 420.

  • Perrin, M. H.; Gouterman, M.; Perrin, C. L. "Vibronic Coupling. VI. Vibronic Borrowing in Cyclic Polyenes and Porphyrin" J. Chem. Phys. 1969, 50, 4137.

  • Perrin, C. L.; Faulkner, D. J. "Cis/Trans Ratios in Claisen and Cope Rearrangements" Tetrahedron Letters 1969, 32, 2783.

  • Perrin, C. L.; Sanderson, J. E. "Polynomial Coefficients. Application to Spin-Spin Coupling with n Equivalent Nuclei" Mol. Phys. 1968, 14, 295.

  • Traylor, T. G.; Perrin, C. L. "The Rates of Methoxyl Exchange of Camphor and Norcamphor Dimethyl Ketals in Methanol-d4" J. Am. Chem. Soc. 1966, 88, 4934.

  • Perrin, C. L. "Mechanisms of Organic Polarography" Progr. Phys. Org. Chem. 1965, 3, 165.

  • Perrin, C. L. "On the Relation between Ho and Water Activity" J. Am. Chem. Soc. 1964, 86, 256.

  • Perrin, C. L.; Westheimer, F. H. "The Rate of Mercuration of Benzene as a Function of the Activity of Water" J. Am. Chem. Soc. 1963, 85, 2773.