Special Issue "Grunwald-Winstein Equations – 60 Years & Counting"

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A special issue of International Journal of Molecular Sciences (ISSN 1422-0067). This special issue belongs to the section "Physical Chemistry, Theoretical and Computational Chemistry".

Deadline for manuscript submissions: closed (30 June 2009)

Special Issue Editor

Guest Editor
Prof. Dr. Malcolm D´Souza
Wesley College, 120 North State St., Dover, DE 19901, USA
E-Mail: dsouzama@wesley.edu

Special Issue Information

Dear Colleagues,

The IJMS has agreed to publishe a special issue commemorating the 60th anniversary of the original Grunwald-Winstein Equation. In recent years several papers have highlighted its usefulness in Physical Organic Chemistry, especially appreciating its contribution in providing information utilized in the determination of mechanisms of reaction of useful organic compounds.

I now strongly urge you to take advantage of this forum provided by IJMS, to submit your research articles or review commentaries on LFER’s, and studies on solvent interactions, for possible publication in this journal during 2008.

Thank you,
Malcolm J. D’Souza
Guest Editor

Leading Papers and Reviews

  • D’Souza, M. J.; Reed, D.; Koyoshi, F.; Kevill, D. N. Consideration of the Factors Influencing the Specific Rates of Solvolysis of p-Methoxyphenyl Chloroformate. Int. J. Mol. Sci. 2007, 8, 788-796
  • Kevill, D. N.; Koyoshi, F.; D’Souza M. J. Correlations of the Specific Rates of Solvolysis of Aromatic Carbamoyl Chlorides, Chloroformates, Chlorothionoformates, and Chlorodithioformates Revisited. Int. J. Mol. Sci. 2007, 8, 346-362
  • Kyong, J. B.; Chan, J. R.; Kim, Y.-G.; Kevill, D. N. Rate and Product Studies with 2-Adamantyl Fluoroformate Under Solvolytic Conditions. J. Phys. Org. Chem. 2007, 20, 525-531
  • Kevill, D. N.; Ryu, Z. H.; Niedermeyer, M. A.; Koyoshi, F.; D’Souza, M. J. Rate and Product Studies in the Solvolyses of Methanesulfonic Anhydride and a Comparison with Methanesulfonyl Chloride Solvolyses. J. Phys. Org. Chem. 2007, 20, 431-438
  • Fujita, M.; Mishima, E.; Okuyama, T. Solvolysis of Methoxy-Substituted Diaryliodonium Tetrafluoroborates: Attempted Generation of a Stabilized Aryl Cation. J. Phys. Org. Chem. 2007, 20, 241-244
  • Kevill, D. N.; Koh, H. J. Correlation of the Rates of Solvolysis of Diphenylphosphinyl Chloride Using an Extended Form of the Grunwald-Winstein Equation. J. Phys. Org. Chem. 2007, 20, 88-92
  • Creary, X.; O'Donnell, B. D.; Vervaeke, M. Homoallyl-Cyclopropylcarbinyl Cation Manifold. Trimethylsilyl versus Aryl Stabilization. J. Phys. Org. Chem. 2007, 9, 3360-3368
  • Kevill, D. N.; Kyong, J. B. Intramolecular Nucleophilic Assistance in the Solvolyses of Benzyl Derivatives: Solvolyses of o-Nitrobenzyl Bromide and Tosylate. J. Phys. Org. Chem. 2007, 210-215
  • Berger, S. T. A.; Seeliger, F. H.; Hofbauer, F.; Mayr, H. Electrophilicity Parameters for 2-Benzylidene-indan-1,3-diones-A Systematic Extension of the Benzhydrylium Based Electrophilicity Scale. Org. Biomol. Chem. 2007, 18, 3020-3026
  • Lee, S. H.; Rhu, C. J.; Kyong, J. B.; Kim, D. K.; Kevill, D. N. Correlation of the Rates of Solvolysis of Isopropyl Fluoroformate Using the Extended Grunwald-Winstein Equation. Bull. Korean Chem. Soc. 2007, 28, 657-661
  • Liu, K. –T.; Chang, L. –W. ; Chin, C. –P. Kinetic Evidence for the Solvent Intervention in the Solvolysis of Tertiary Benzylic Benzoates. Chin. J. Chem. 2006, 24, 1238-1241
  • Bentley, T. W. Additivity Rules Using Similarity Models for Chemical Reactivity: Calculation and Interpretation of Electrofugality and Nucleofugality. Chem. Eur. J. 2006, 12, 6514-6520
  • Bentley, T. W.; Garley, M. S. Correlations and Predictions of Solvent Effects on Reactivity: Some Limitations of Multi-Parameter Equations and Comparisons with Similarity Models Based on One Solvent Parameter. J. Phys. Org. Chem. 2006, 19, 341-349
  • Kevill, D. N.; Park, B. C.; Park, K. H.; D’Souza, M. J.; Yaakoubd, L.; Mlynarski, S. L.; Kyong, J. B. Rate and Product Studies in the Solvolyses of N,N-dimethylsulfamoyl and 2-Propanesulfonyl Chlorides. Org. Biomol. Chem. 2006, 4, 1580-1586
  • D’Souza, M. J.; Boggs, M.E.; Kevill, D. N. Correlation of the Rates of Solvolysis of 2-Furancarbonyl Chloride & Three Naphthoyl Chlorides. J. Phys. Org. Chem. 2006, 173-178
  • Denegri, B.; Streiter, A.; Juri, S.; Ofial, A. R.; Kronja, O.; Mayr, H. Kinetics of the Solvolyses of Benzhydryl Derivatives: Basis for the Construction of a Comprehensive Nucleofugality Scale. Chem. Eur. J. 2006, 12, 1648-1656
  • Kevill, D. N.; Ryu, Z. H. Additional Solvent Ionizing Power Values for Binary Water-1,1,1,3,3,3-Hexafluoro-2-propanol Solvents. Int. J. Mol. Sci. 2006, 7, 451-455
  • Kyong, J. B.; Ryu, S. H.; Kevill, D. N. Rate and Product Studies of Solvolyses of Benzyl Fluoroformate. Int. J. Mol. Sci. 2006, 7, 186-196
  • Kevill, D. N.; Goken, E. G.; Park, B. C. Correlation of the Specific Rates of Solvolysis of Trimethylsilylmethyl Trifluoromethanesulfonate Using a Two-term Grunwald-Winstein Equation. J. Chem. Res. 2006, 173-175
  • Fujio, M.; Umezaki, Y.; Alam, Md. A.; Kikukawa, K.; Fujiyama, R.; Tsuno, Y. The β-Silicon Effect. II. Substituent Effects on the Solvolysis of 1-Aryl-2-(aryldimethylsilyl)ethyl 3,5-Dinitrobenzoates. Bull. Chem. Soc. Jap. 2006, 79, 1091-1099

Keywords

  • Grunwald-Winstein equation
  • solvolysis
  • LFER (Linear Free Energy Relationship)
  • mechanisms of reaction
  • rates of reaction
  • solvent nucleophilicity
  • solvent ionizing power
  • aromatic ring parameter
  • correlation
  • correlation coefficient
  • nucleophilic salvation
  • transition state
  • unimolecular
  • bimolecular
  • kinetics
  • substituent effects
  • carbocations
  • solvent effects
  • nucleophilic substitution
  • activation parameters
  • electrofugality
  • electrophilicity
  • association-dissociation mechanism (AN + DN)
  • SN2 (ANDN) or SN1 (DN)
  • selectivity
  • leaving group effects
  • solvent polarity
  • salt effect
  • sulfonyl transfer reactions
  • nucleophilicity
  • ionizing power
  • log (k/ko)
  • acyl chlorides
  • alcoholysis
  • rate ratio
  • general-base catalysis
  • correlation analysis
  • Kinetic Solvent Isotope Effect (KSIE)
  • N scales
  • Y scales
  • I scale
  • product selectivity
  • regression Analysis (or, multiple regression)
  • rate constants
  • free energy (or, thermodynamic properties)
  • variation in transition state structure

Published Papers (5 papers)

Int. J. Mol. Sci. 2009, 10(3), 929-941; doi:10.3390/ijms10030929
Received: 15 February 2009; in revised form: 27 February 2009 / Published: 2 March 2009
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Int. J. Mol. Sci. 2008, 9(12), 2639-2657; doi:10.3390/ijms9122639
Received: 21 November 2008; in revised form: 16 December 2008 / Accepted: 17 December 2008 / Published: 17 December 2008
Show/Hide Abstract | Download PDF Full-text (358 KB) | View HTML Full-text | Download XML Full-text

Int. J. Mol. Sci. 2008, 9(11), 2231-2242; doi:10.3390/ijms9112231
Received: 27 October 2008; in revised form: 9 November 2008 / Accepted: 12 November 2008 / Published: 13 November 2008
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Int. J. Mol. Sci. 2008, 9(9), 1704-1716; doi:10.3390/ijms9091704
Received: 17 June 2008; in revised form: 4 August 2008 / Accepted: 26 August 2008 / Published: 4 September 2008
Show/Hide Abstract | Download PDF Full-text (125 KB) | View HTML Full-text | Download XML Full-text

Int. J. Mol. Sci. 2008, 9(5), 914-925; doi:10.3390/ijms9050914
Received: 9 April 2008; in revised form: 19 May 2008 / Accepted: 19 May 2008 / Published: 24 May 2008
Show/Hide Abstract | Download PDF Full-text (283 KB) | View HTML Full-text | Download XML Full-text

Last update: 26 February 2014

Int. J. Mol. Sci. EISSN 1422-0067 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert