Collect. Czech. Chem. Commun. 1984, 49, 179-189
https://doi.org/10.1135/cccc19840179

Electrostatic effects on ionization equilibria: Solvent dependence

Karel Kalfusa, Zdeněk Friedlb and Otto Exnerc

a Department of Organic Chemistry, Institute of Chemical Technolgy, 532 10 Pardubice
b Department of Organic Chemistry, Slovak Institute of Technology, 812 37 Bratislava
c Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6

Individual author index pages


Other CCCC articles of these authors

  • Stanislav Böhm and Otto Exner*
    Revision of the Dual-Substituent-Parameter Treatment; Reaction Series with a Donor Reaction Centre
    2007, Vol. 72, Issue 8, pp. 1158–1176 [Abstract]
  • Otto Exner* and Stanislav Böhm
    Analysis of the Ortho Effect: Basicity of 2-Substituted Benzonitriles
    2006, Vol. 71, Issue 8, pp. 1239–1255 [Abstract]
  • Stanislav Böhm and Otto Exner*
    Estimation of Resonance Energy from Forced Nonplanar Conformations of Conjugated Molecules
    2005, Vol. 70, Issue 10, pp. 1577–1588 [Abstract]
  • Stanislav Böhm and Otto Exner*
    Interaction of Polar Groups with a Bulky Hydrocarbon Residue: Polarizability and Steric Effects
    2005, Vol. 70, Issue 3, pp. 370–382 [Abstract]
  • Stanislav Böhm and Otto Exner*
    Attenuation of the Substituent Effects Along the Aliphatic Chain
    2004, Vol. 69, Issue 5, pp. 984–995 [Abstract]
  • Pavel Fiedler and Otto Exner*
    Conformation of Aromatic Carbonyl Derivatives: An Infrared Study
    2004, Vol. 69, Issue 4, pp. 797–810 [Abstract]
  • Otto Exner and Stanislav Böhm*
    Resonance Energy in Benzene Derivatives with a Variable Functional Group
    2001, Vol. 66, Issue 11, pp. 1623–1637 [Abstract]
  • Drahomír Hnyk*, Václav Všetečka, Ladislav Drož and Otto Exner
    Charge Distribution Within 1,2-Dicarba-closo-dodecaborane: Dipole Moments of Its Phenyl Derivatives
    2001, Vol. 66, Issue 9, pp. 1375–1379 [Abstract]
  • Ivana Císařová, Jaroslav Podlaha, Stanislav Böhm and Otto Exner*
    Steric Effects and Steric Inhibition of Resonance in Benzene Derivatives: 2,3-Dimethylbenzoic Acid
    2000, Vol. 65, Issue 2, pp. 216–226 [Abstract]
  • Miroslav Holík*, Zdeněk Friedl, Karel Waisser and Jiří Gregor
    Multivariate Regression with Substituent Shift Increments. IV. 2-(4-X-Phenyl)-1,3-dihydro-2H-isoindole-1,3-diones and 3-(4-X-Phenyl)-3,4-dihydro-2H-1,3-benzoxazine-2,4-diones
    1999, Vol. 64, Issue 10, pp. 1709–1726 [Abstract]
  • Miroslav Holík*, Zdeněk Friedl and Štefan Marchalín
    Multivariate Regression with Substituent Shift Increments. III. 2,5-Disubstituted Furans
    1999, Vol. 64, Issue 10, pp. 1696–1708 [Abstract]
  • Pavel Fiedler, Jiří Kulhánek, Michèle Decouzon, Jean-François Gal, Pierre-Charles Maria and Otto Exner*
    Steric Effects and Steric Inhibition of Resonance in Isopropylbenzoic Acids in the Gas Phase and in Solution
    1999, Vol. 64, Issue 9, pp. 1433–1447 [Abstract]
  • Karel Waisser*, Karel Palát, Jr. and Otto Exner*
    Substituent Effects on Conformational Equilibria: Substituted Thiobenzanilides
    1999, Vol. 64, Issue 8, pp. 1295–1306 [Abstract]
  • Zdeněk Friedl and Stanislav Böhm
    Electrostatic Effects in Ionization Equilibria: An AM1 Study of Reversed Substituent Effect in 5-Fluorobicyclo[3.3.3]undecane-1-carboxylic Acid
    1994, Vol. 59, Issue 7, pp. 1467–1471 [Abstract]
  • Otto Exner, Martin Hradil and Jiří Mollin
    Dissociation of Hydroxamic Acids: Solvent Effects
    1993, Vol. 58, Issue 5, pp. 1109–1121 [Abstract]
  • Bernard Tinant, Jean-Paul Declercq and Otto Exner
    Deformation of the Adamantane Skeleton by Substitution: Crystal Structure of 1-Methylsulfonyladamantane
    1993, Vol. 58, Issue 2, pp. 373–377 [Abstract]
  • Václav Všetečka, Janusz Oszczapowicz and Otto Exner
    Configuration and Conformation of N,N'-Diarylamidines: A Dipole Moment Study
    1993, Vol. 58, Issue 1, pp. 105–112 [Abstract]
  • Otto Exner and Miloš Buděšínský
    Carbon-13 Substituent-Induced Chemical Shifts: Monosubstituted Benzene Derivatives
    1992, Vol. 57, Issue 3, pp. 497–507 [Abstract]
  • Otto Exner and Miloš Buděšínský*
    Correlation of substituent – inducted chemical shifts of aromatic protons: Substituted benzonitriles and methyl benzoates
    1991, Vol. 56, Issue 11, pp. 2234–2250 [Abstract]
  • Otto Exner and Ivan Mach
    Polarization and apparent dipole moments of some symmetrical molecules
    1991, Vol. 56, Issue 2, pp. 406–410 [Abstract]
  • Miloš Buděšínský, Dan Johnels, Ulf Edlund and Otto Exner
    Carbon-13 substituent-induced chemical shifts in benzene derivatives: Substituted anilines
    1991, Vol. 56, Issue 2, pp. 368–385 [Abstract]
  • Zdeněk Friedl and Stanislav Böhm
    Electrostatic effects in ionization equilibria: An MNDO study of proton and hydrogen transfer reactions of 4-fluorobutanol
    1990, Vol. 55, Issue 12, pp. 2880–2888 [Abstract]
  • Otto Exner
    Studies of association in solution from permitivity measurements: Statistical problems
    1990, Vol. 55, Issue 6, pp. 1435–1456 [Abstract]
  • Zdeněk Friedl and Stanislav Böhm
    Electrostatic effects on ionization equilibria: An MNDO study of proton and hydrogen transfer reactions of 4-fluorobutylamine
    1990, Vol. 55, Issue 1, pp. 1–9 [Abstract]
  • Bernard Tinant, Janine Dupont-Fenfau, Jean-Paul Declercq, Jaroslav Podlaha and Otto Exner
    Configuration on the C=N double bond of monosubstituted amidines and amidoximes
    1989, Vol. 54, Issue 12, pp. 3245–3252 [Abstract]
  • Drahomír Hnyk, Radek Fajgar, Václav Všetečka and Otto Exner
    Dipole moments and conformation of some olefinic and ortho-substituted aromatic methoxy derivatives
    1989, Vol. 54, Issue 5, pp. 1291–1298 [Abstract]
  • Adolf Jurášek, Daniela Berecinová, Miroslav Čakrt, Miloslava Dandárová, Zdeněk Friedl, Jarmila Štetinová and Jaroslav Kováč
    Synthesis of 2-aryl-3-furancarboxylic acids by arylation of 3-furancarboxylic acid
    1989, Vol. 54, Issue 1, pp. 215–224 [Abstract]
  • Otto Exner, Václav Jehlička and Bernard Tinant
    Conformations of molecules bearing two carbonyl groups on adjacent atoms
    1988, Vol. 53, Issue 6, pp. 1260–1267 [Abstract]
  • Otto Exner and Václav Jehlička
    Conjugation within the oximino group: A semiquantitative estimation
    1988, Vol. 53, Issue 5, pp. 1018–1032 [Abstract]
  • Bernard Tinant, Jean-Paul Declercq, Maurice Van Meerssche and Otto Exner
    Structure of 5-nitro-2-methylbenzoic acid: ortho Effect of the methyl group
    1988, Vol. 53, Issue 2, pp. 301–307 [Abstract]
  • Otto Exner and Pavel Fiedler
    Conformation and electronic structure of aromatic chloroformates
    1987, Vol. 52, Issue 4, pp. 970–979 [Abstract]
  • Zdeněk Friedl, Stanislav Böhm, Igor Goljer, Anna Piklerová, Daniela Poórová, Anna Ríčková and Jaroslav Kováč
    Polar effects on 13C NMR chemical shifts and rotational barriers of amides. A dual substituent parameters analysis of N,N-dimethyl-3-(5-substituted-2-furyl)-acrylamides
    1987, Vol. 52, Issue 2, pp. 409–424 [Abstract]
  • Miroslav Ludwig, Václav Baron, Karel Kalfus, Oldřich Pytela and Miroslav Večeřa
    Dissociation constants of substituted benzoic acids in water and in organic solvents
    1986, Vol. 51, Issue 10, pp. 2135–2142 [Abstract]
  • Otto Exner and Nedelko Motekov
    Dipole moments and conformation of some aromatic benzamidoximes
    1986, Vol. 51, Issue 7, pp. 1444–1449 [Abstract]
  • Otto Exner and Václav Jehlička
    Dipole moments and conformation of α-disulphones. The gauche effect
    1985, Vol. 50, Issue 10, pp. 2245–2251 [Abstract]
  • Juraj Koudelka, David Šaman and Otto Exner
    Secondary steric effects in 2,4,6-trialkylated acetophenones and nitrobenzenes: Dipole moments and 13C NMR spectra
    1985, Vol. 50, Issue 1, pp. 208–214 [Abstract]
  • Otto Exner and Juraj Koudelka
    Principle of additivity of dipole moments: Halogen derivatives of adamantane
    1985, Vol. 50, Issue 1, pp. 200–207 [Abstract]
  • Juraj Koudelka and Otto Exner
    Principle of additivity of dipole moments: 1,3- and 1,3,5-derivatives of benzene
    1985, Vol. 50, Issue 1, pp. 188–199 [Abstract]
  • Zdeněk Friedl, Pavel Fiedler, Ján Biroš, Věra Uchytilová, Igor Tvaroška, Stanislav Böhm and Otto Exner
    Electrostatic effects on conformational equilibria: Solvation enthalpies and the reaction field theory
    1984, Vol. 49, Issue 9, pp. 2050–2069 [Abstract]
  • Miroslav Ludwig, Oldřich Pytela, Karel Kalfus and Miroslav Večeřa
    Dissociation of substituted benzenesulphonamides in water, methanol and ethanol
    1984, Vol. 49, Issue 5, pp. 1182–1192 [Abstract]
  • Otto Exner and Tomáš Juška
    X-ray photoelectron spectroscopic study of sulphonamides: Charge distribution and tautomerism
    1984, Vol. 49, Issue 1, pp. 51–57 [Abstract]
  • Otto Exner, Zdeněk Friedl and Pavel Fiedler
    Electrostatic effects on conformational equilibria: Alkyl 2-cyanobenzoates and 3-cyanopropenoates
    1983, Vol. 48, Issue 11, pp. 3086–3096 [Abstract]
  • Evangelia A. Varella, Nicholas E. Alexandrou and Otto Exner
    A mass spectral study of O-aroylbenzohydroximoyl chlorides
    1983, Vol. 48, Issue 9, pp. 2518–2524 [Abstract]
  • Otto Exner and Václav Jehlička
    Conformation around several equivalent bonds. Polymethoxy derivatives of benzene
    1983, Vol. 48, Issue 4, pp. 1030–1041 [Abstract]
  • Barbu A. Demian, Otto Exner and Aurora Sallo
    Kinetics and mechanism of the azo coupling reaction of 1-aminonaphthalene-4-sulfonic acid
    1983, Vol. 48, Issue 3, pp. 748–754 [Abstract]
  • Otto Exner, Juraj Koudelka and Soňa Vašíčková
    Dipole moment of the intramolecular hydrogen bond. 2-Nitrophenol and its derivatives
    1983, Vol. 48, Issue 3, pp. 735–747 [Abstract]
  • Evangelia A. Varella, Evangelos D. Micromastoras, Nicholas E. Alexandrou and Otto Exner
    Sythesis and mass spectra of aroylbenzamidoximes
    1983, Vol. 48, Issue 2, pp. 596–607 [Abstract]
  • Otto Exner, Dario Iarossi and Piero Vivarelli
    Dipole moments induced in larger molecules. Triphenylmethyl derivatives
    1982, Vol. 47, Issue 6, pp. 1733–1737 [Abstract]
  • Otto Exner and Karel Waisser
    Dipole moment and electron distribution of the thioamide group
    1982, Vol. 47, Issue 3, pp. 828–837 [Abstract]
  • Otto Exner and Nedelko Motekov
    Configuration and conformation of amidoximes. N,N-Dialkyl derivatives
    1982, Vol. 47, Issue 3, pp. 814–827 [Abstract]
  • Jaromír Kaválek, Pavel Fiedler, Zlata Papoušková and Otto Exner
    The confirmation of trisubstituted ureas and thioureas in solution
    1982, Vol. 47, Issue 1, pp. 35–44 [Abstract]
  • Otto Exner and Ayfer Bapçum
    Dipole moments induced in larger molecule. Long-chain aliphatic esters
    1982, Vol. 47, Issue 1, pp. 29–34 [Abstract]
  • Otto Exner
    A re-examination of the Eötvös equation
    1981, Vol. 46, Issue 8, pp. 1930–1940 [Abstract]
  • Otto Exner
    A comparison of methods for determining dipole moments in solution
    1981, Vol. 46, Issue 4, pp. 1002–1010 [Abstract]
  • Otto Exner and Václav Jehlička
    The conformation of aryl carbonates. A dipole moment study
    1981, Vol. 46, Issue 4, pp. 856–860 [Abstract]
  • Aleksandr I. Artemenko, Inga V. Tikunova, Evgenii K. Anufriev, Václav Jehlička and Otto Exner
    Dipole moments of hydroxamic acids and N,O-diacylhydroxylamines
    1981, Vol. 46, Issue 3, pp. 729–739 [Abstract]
  • Božo Plesničar and Otto Exner
    Dipole moments and conformation of peroxy esters
    1981, Vol. 46, Issue 2, pp. 490–497 [Abstract]
  • Vladimír Hanuš, Milan Hrazdira and Otto Exner
    Pyrazolidine derivatives from the condensation reaction of hydrazobenzene with aliphatic aldehydes
    1980, Vol. 45, Issue 9, pp. 2417–2424 [Abstract]
  • Otto Exner and Zlata Papoušková
    Dipole moment and electron distribution of the amide group
    1980, Vol. 45, Issue 9, pp. 2410–2416 [Abstract]
  • Otto Exner, Václav Jehlička, Luděk Vodička and Pavel Jakoubek
    Dipole moments induced in larger molecules. 1- And 4-substituted diamantanes
    1980, Vol. 45, Issue 9, pp. 2400–2409 [Abstract]
  • Zdeněk Friedl, Pavel Fiedler and Otto Exner
    Electrostatic effects on conformational equilibria. Solvent dependence
    1980, Vol. 45, Issue 5, pp. 1351–1360 [Abstract]
  • Otto Exner and Pavel Fiedler
    A refined empirical model of the sigma-inductive effect
    1980, Vol. 45, Issue 4, pp. 1251–1268 [Abstract]
  • Vladimír Král, Zdeněk Arnold, Václav Jehlička and Otto Exner
    Quantum chemical study of sulfonium ylides: Structure, charge distribution and dipole moments
    1980, Vol. 45, Issue 4, pp. 1236–1250 [Abstract]
  • Otto Exner
    Substituent effects in electronic spectroscopy: Correlations with Platt spectroscopic moments
    1980, Vol. 45, Issue 3, pp. 843–853 [Abstract]
  • Otto Exner and Jan B. F. N. Engberts
    The gauche effect on conformation. α-Substituted sulfones and N-substituted sulfonamides
    1979, Vol. 44, Issue 11, pp. 3378–3384 [Abstract]
  • Zdeněk Friedl, Jaroslav Hapala and Otto Exner
    Electrostatic effects on ionization equilibria. 3-Substituted bicyclo[2,2,2]octane-1-carboxylic acids
    1979, Vol. 44, Issue 10, pp. 2928–2945 [Abstract]
  • Otto Exner, Jorga Smolíková, Václav Jehlička and Ahmad S. Shawali
    Hydrogen bonding, configuration and conformation of substituted α-oxo oximes and hydrazones
    1979, Vol. 44, Issue 8, pp. 2494–2506 [Abstract]
  • Břetislav Princ and Otto Exner
    Structure reexamination of aliphatic nitrones and their dimers
    1979, Vol. 44, Issue 7, pp. 2221–2229 [Abstract]
  • Jiří Mollin, Pavel Fiedler, Václav Jehlička and Otto Exner
    The conformation of substituted hydroxyureas and hydroxythioureas in solution
    1979, Vol. 44, Issue 3, pp. 895–907 [Abstract]
  • Otto Exner and Zdeněk Friedl
    Electrostatic effects on ionization equilibria. Carboxylic acids and amines derived from 1-indanone
    1978, Vol. 43, Issue 12, pp. 3227–3240 [Abstract]
  • Otto Exner and Božo Plesničar
    Hydrogen bonding and conformation of substituted peroxybenzoic acids as reflected in dipole moment values
    1978, Vol. 43, Issue 11, pp. 3079–3086 [Abstract]
  • Otto Exner and Pavel Vetešník
    Substituent efect in electronic spectroscopy: meta- and para-substituted benzonitriles
    1978, Vol. 43, Issue 10, pp. 2763–2778 [Abstract]
  • Božo Plesničar, Jorga Smolíková, Václav Jehlička and Otto Exner
    Dipole moment of the intramolecular hydrogen bond. Substituted α-hydroxyacetophenones
    1978, Vol. 43, Issue 10, pp. 2754–2762 [Abstract]
  • Otto Exner and Nedelko Motekov
    Configuration and conformation of amidoximes. Aromatic derivatives with a free amino group
    1978, Vol. 43, Issue 10, pp. 2740–2753 [Abstract]
  • Zdeněk Friedl and Otto Exner
    Electrostatic effects on conformational equilibria 3-substituted benzonitriles
    1978, Vol. 43, Issue 10, pp. 2591–2599 [Abstract]