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Collect. Czech. Chem. Commun. 2002, 67, 596-608
https://doi.org/10.1135/cccc20020596

Ortho Effect in Dissociation of Benzoic Acids with Electron-Accceptor Substituents Using the AISE Theory; Relation to para Substitution and Solvent

Oldřich Pytela* and Jiří Kulhánek

Department of Organic Chemistry, University of Pardubice, 532 10 Pardubice, Czech Republic

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  • Chatterjee Paramita: Structure determination through powder X-ray diffraction, Hirshfeld surface analysis, and DFT studies of 2- and 4-(methylthio)benzoic acid. Zeitschrift für Kristallographie - Crystalline Materials 2023, 238, 261. <https://doi.org/10.1515/zkri-2022-0069>
  • Li Han, Zhang Ming‐Tian: Tuning Excited‐State Reactivity by Proton‐Coupled Electron Transfer. Angewandte Chemie 2016, 128, 13326. <https://doi.org/10.1002/ange.201607176>
  • Li Han, Zhang Ming‐Tian: Tuning Excited‐State Reactivity by Proton‐Coupled Electron Transfer. Angew Chem Int Ed 2016, 55, 13132. <https://doi.org/10.1002/anie.201607176>
  • Santiago Celine B., Milo Anat, Sigman Matthew S.: Developing a Modern Approach To Account for Steric Effects in Hammett-Type Correlations. J. Am. Chem. Soc. 2016, 138, 13424. <https://doi.org/10.1021/jacs.6b08799>
  • Sen Gupta Susanta K., Shrivastava Ruchi: Solvent sensitivity of ortho substituent effect on 13C NMR chemical shift of the carboxyl carbon (δco) in benzoic acid. Magnetic Reson in Chemistry 2011, 49, 700. <https://doi.org/10.1002/mrc.2802>
  • Sen Gupta Susanta K., Mishra Sangeeta: Kinetics of Proton Transfer between Ortho Substituted Benzoic Acids and the Carbinol Base of Crystal Violet in Toluene. Ortho Effect on the Reactivity of Benzoic Acids in Apolar Aprotic Solvents. J. Phys. Chem. A 2011, 115, 4616. <https://doi.org/10.1021/jp110851s>
  • Zevatskii Yu. E., Samoilov D. V.: Modern methods for estimation of ionization constants of organic compounds in solution. Russ J Org Chem 2011, 47, 1445. <https://doi.org/10.1134/S1070428011100010>
  • Abraham Michael H, Acree William E: Equations for the Transfer of Neutral Molecules and Ionic Species from Water to Organic phases. J. Org. Chem. 2010, 75, 1006. <https://doi.org/10.1021/jo902388n>
  • Pařík Patrik, Kulhánek Jiří, Ludwig Miroslav, Wagner Roman, Rotrekl Ivan, Drahoňovský Dušan, Meca Luděk, Šmídková Markéta, Tobrman Tomáš, Dvořák Dalimil: Acidity of Benzoic Acids Bearing the (CO)5Cr═CN(CH3)2 Group. Organometallics 2010, 29, 4135. <https://doi.org/10.1021/om100608x>
  • Zevatskii Yu. E., Samoilov D. V., Mchedlov-Petrosyan N. O.: Conthemporary methods for the experimental determination of dissociation constants of organic acids in solutions. Russ J Gen Chem 2009, 79, 1859. <https://doi.org/10.1134/S1070363209090138>
  • Zevatskii Yu. E., Ruzanov D. O., Samoilov D. V.: Experimental testing of the calculation results of the dissociation constants of organic compounds in nonaqueous media. Russ J Gen Chem 2009, 79, 1890. <https://doi.org/10.1134/S107036320909014X>
  • Prusek Ondřej, Bureš Filip, Pytela Oldřich: ortho-Effect on the acid-catalyzed hydration of 2-substituted α-methylstyrenes. Collect. Czech. Chem. Commun. 2009, 74, 85. <https://doi.org/10.1135/cccc2008115>
  • Jover Jesús, Bosque Ramón, Sales Joaquim: QSPR Prediction of pKa for Benzoic Acids in Different Solvents. QSAR Comb. Sci. 2008, 27, 563. <https://doi.org/10.1002/qsar.200710095>
  • Zevatskii Yu. E., Samoilov D. V.: Empirical method for consideration of solvent effect on the dissociation constants of carboxylic acids. Russ J Org Chem 2008, 44, 52. <https://doi.org/10.1134/S1070428008010065>
  • Abbruzzetti Stefania, Sottini Silvia, Viappiani Cristiano, Corrie John E. T.: Acid-induced unfolding of myoglobin triggered by a laser pH jump method. Photochem Photobiol Sci 2006, 5, 621. <https://doi.org/10.1039/b516533d>
  • Fiedler Pavel, Böhm Stanislav, Kulhánek Jiří, Exner Otto: Acidity of ortho-substituted benzoic acids: an infrared and theoretical study of the intramolecular hydrogen bonds. Org. Biomol. Chem. 2006, 4, 2003. <https://doi.org/10.1039/B601875K>
  • Böhm Stanislav, Fiedler Pavel, Exner Otto: Analysis of the ortho effect: acidity of 2-substituted benzoic acids. New J. Chem. 2004, 28, 67. <https://doi.org/10.1039/B305986C>