Crossref Cited-by Linking logo

Collect. Czech. Chem. Commun. 1999, 64, 1617-1628
https://doi.org/10.1135/cccc19991617

Chemometric Analysis of Substituent Effects. XII. Application of Relationship Between 2- and 4-Substitution of Benzene Ring to Study ortho Effect in Selected Compounds with Different Reaction Centres

Oldřich Pytela* and Ondřej Prusek

Department of Organic Chemistry, Faculty of Chemical Technology, University of Pardubice, 532 10 Pardubice, Czech Republic

Crossref Cited-by Linking

  • Xia Hai-Lun, Zhou Kang, Yu Liang, Wang Hao, Liu Xiao-Yuan, Proserpio Davide M., Li Jing: Customized Synthesis: Solvent- and Acid-Assisted Topology Evolution in Zirconium-Tetracarboxylate Frameworks. Inorg. Chem. 2022, 61, 7980. <https://doi.org/10.1021/acs.inorgchem.2c00660>
  • 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>
  • Marczak Wojciech, Czech Bożena, Almásy László, Lairez Didier: Molecular clusters in aqueous solutions of pyridine and its methyl derivatives. Phys. Chem. Chem. Phys. 2011, 13, 6260. <https://doi.org/10.1039/c0cp02771e>
  • Marczak Wojciech, Kiełek Kamila: Internal Pressure in Binary Mixtures of Methylpyridine Isomers with H2O and D2O. Int J Thermophys 2010, 31, 85. <https://doi.org/10.1007/s10765-009-0615-1>
  • Marczak Wojciech, Kiełek Kamila, Czech Bożena, Flakus Henryk, Rogalski Marek: Complexes of 2,6-dimethylpyridine with water in condensed phases and the dynamical co-operative interactions involving hydrogen bonds. Phys. Chem. Chem. Phys. 2009, 11, 2668. <https://doi.org/10.1039/b818747a>
  • 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>
  • Segurado Manuel A. P., Reis João Carlos R., de Oliveira Jaime D. Gomes, Kabilan Senthamaraikannan, Shanthi Manohar: Chlorination of 2-Phenoxypropanoic Acid with NCP in Aqueous Acetic Acid:  Using a Novel Ortho−Para Relationship and the Para/Meta Ratio of Substituent Effects for Mechanism Elucidation. J. Org. Chem. 2007, 72, 5327. <https://doi.org/10.1021/jo0706224>
  • 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>
  • Exner Otto, Böhm Stanislav: Analysis of the Ortho Effect: Basicity of 2-Substituted Benzonitriles. Collect. Czech. Chem. Commun. 2006, 71, 1239. <https://doi.org/10.1135/cccc20061239>
  • Böhm Stanislav, Gal Jean‐François, Maria Pierre‐Charles, Kulhánek Jiří, Exner Otto: Steric Effects in Isolated Molecules: Gas‐Phase Basicity of Methyl‐Substituted Acetophenones. Eur J Org Chem 2005, 2005, 2580. <https://doi.org/10.1002/ejoc.200400837>
  • Buděšínský Miloš, Kulhánek Jiří, Böhm Stanislav, Cigler Petr, Exner Otto: 13C and 1H nuclear magnetic resonance of methyl‐substituted acetophenones and methyl benzoates: steric hindrance and inhibited conjugation. Magnetic Reson in Chemistry 2004, 42, 844. <https://doi.org/10.1002/mrc.1414>
  • Marczak Wojciech, Heintz Andreas, Bucek Monika: Calorimetric investigations of hydrogen bonding in binary mixtures containing pyridine and its methyl-substituted derivatives. II. The dilute solutions of methanol and 2-methyl-2-propanol. The Journal of Chemical Thermodynamics 2004, 36, 575. <https://doi.org/10.1016/j.jct.2004.03.016>
  • 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>
  • Pícha Jan, Cibulka Radek, Liška František, Pařík Patrik, Pytela Oldřich: Reparametrization and/or Determination of Hammett, Inductive, Mesomeric and AISE Substituent Constants for Five Substituents: N+(CH3)3, CH2N+(CH3)3, CH2Py+, CH2SO2CH3 and PO(OCH3)2. Collect. Czech. Chem. Commun. 2004, 69, 2239. <https://doi.org/10.1135/cccc20042239>
  • Otyepková Eva, Nevěčná Tat'jana, Kulhánek Jiří, Exner Otto: Ortho effect and steric inhibition of resonance: basicities of methyl‐substituted acetophenones. J of Physical Organic Chem 2003, 16, 721. <https://doi.org/10.1002/poc.642>
  • Pytela Oldřich, Otyepka Michal, Kulhánek Jiří, Otyepková Eva, Nevěčná Tat‘jana: Correlation of Dissociation Constants of 2- and 2,6-Substituted Anilines in Water by Methods Based on the Similarity Principle and Quantum-Chemistry Calculations. J. Phys. Chem. A 2003, 107, 11489. <https://doi.org/10.1021/jp022664w>
  • Pytela Oldřich, Kulhánek Jiří: Ortho Effect in Dissociation of Benzoic Acids with Electron-Accceptor Substituents Using the AISE Theory; Relation to para Substitution and Solvent. Collect. Czech. Chem. Commun. 2002, 67, 596. <https://doi.org/10.1135/cccc20020596>