Abstract
It was shown in Chapter II that a measure of the influence of the substituent on the redox potential of a reversible electrode system is provided by the change in the increment of the standard free energy in the interconversion of the oxidized and reduced forms. The shift in the redox potential (or half-wave potential, denoted by ΔE°1/2), defined as ΔE° 1/2 = (E°1/2)x — (E° 1/2)H (where the index X denotes the compound containing the substituent X and the index H the parent reference compound) is proportional to the difference of the logarithms of the equilibrium constants KX and KH of the corresponding reversible process
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References
W. M. Clark, “Oxidation—Reduction Potentials of Organic Systems,” Williams and Wilkins, Baltimore, 1960.
M. Kalousek and M. Rdlek, Collection Czech. Chem. Commun. 19: 1099 (1954); Chem. Listy 48: 808 (1954).
R. W. Taft, Jr., Separation of Polar, Steric, and Resonance Effects in Reactivity in “Steric Effects in Organic Chemistry” (M. S. Newman ed.) John Wiley and Sons, New York, 1956.
L. P. Hammett, “Physical Organic Chemistry,” p. 184, McGraw-Hill, New York, 1940.
H. H. Jaffé, Chem. Rev. 53: 191 (1953).
M. G. Evans and J. De Heer, Quart. Rev. 4: 94 (1950).
P. Zuman, Collection Czech. Chem. Commun. 27: 2035 (1962).
M. Charton, A paper presented before the Meeting of the American Chemical Society (1961).
T. Hayashi and R. Shibata, Kogyo Kagaku Zasshi 63 : 840 (1960) ;
T. Hayashi and R. Shibata, quoted according to T. Hayashi and R. Shibata, Bull. Chem. Soc. Japan 34: 1116 (1961).
O. Ryba, J. Petrdnek, and J. Pospísil, Collection Czech. Chem. Commun. 30: 843 (1965).
O. Ryba, J. Petrânek, and J. Pospísil, Collection Czech. Chem. Commun. 30: 2157 (1965).
D. E. Kvalnes, J. Am. Chem. Soc. 56: 667, 2478 (1934).
E. Bilman, A. L. Jensen, and K. O. Pederson, J. Chem. Soc. 127: 199 (1925).
J. B. Conant and L. F. Fieser, J. Am. Chem. Soc. 45: 2194 (1923).
J. B. Conant and L. F. Fieser, J. Am. Chem. Soc. 46: 1858 (1924).
V. K. LaMer and L. E. Baker, J. Am. Chem. Soc. 44: 1954 (1922).
J. B. Conant and L. F. Fieser, J. Am. Chem. Soc. 44: 2480 (1922).
R. T. Arnold and H. E. Zaugg, J. Am. Chem. Soc. 63: 1317 (1941).
E. Scrocco and G. Marmani, Ann. Chim. (Rome) 41: 716 (1951).
L. I. Smith, I. M. Kolthoff, S. Wawzonek, and P. M. Ruoff, J. Am. Chem. Soc. 63; 1018 (1941).
M. E. Peover, J. Chem. Soc. 1962: 4540.
O. Dimroth, Angew. Chem. 46: 571 (1933).
H. Berg, Z. Chem. 2: 237 (1962).
R. L. Bent, J. C. Dessloch, F. C. Duennebier, D. W. Fassett, D. B. Glass, T. H. James, D. B. Julian, W. R. Ruby, J. M. Snell, J. H. Sterrer, J. R. Thirtle, P. W. Vittum, and A. Weissberger, J. Am. Chem. Soc. 73: 3100 (1951).
L. F. Fieser and M. Fieser, “Lehrbuch der organischen Chemie,” Verlag Chemie, Weinheim, 1954.
P. Zuman, Chem. Listy 48, 94 (1954).
F. T. Eggertsen and F. T. Weiss, Anal. Chem. 28: 1008 (1956).
L. F. Fieser and M. Fieser, J. Am. Chem. Soc. 57; 491 (1935).
K. Wallenfels and W. Möhle, Ber. 76: 924 (1943).
E. G. Ball, J. Biol. Chem. 114: 649 (1936).
L. F. Fieser, J. Am. Chem. Soc. 50, 439 (1928).
N. Ikeda, J. Pharm. Soc. Japan 75: 1073 (1955).
I. F. Vladimircev and A. G. Stromberg, Zh. Obshch. Khim. 27: 1029 (1957).
P. Zuman, unpublished results.
L. F. Lugg, A. K. Macbeth, and F. L. Winsor, J. Chem. Soc. 1936: 145, 1457.
P. Zuman, Collection Czech. Chem. Commun. 19: 1140 (1954); Chem. Listy 48: 524 (1954).
V. E. Dicent, Zh. Obshch. Khim. 29: 1370 (1959).
L. Stârka, L. Vystrcil, and B. Stârkovâ, Chem. Listy 51: 1440 (1957).
39 L. A. Wiles, J. Chem. Soc. 1952: 1958.
R. J. Crawford, S. Levine, R. M. Elofson, and R. B. Sandin, J. Am. Chem. Soc. 79: 3153 (1957).
R. Jones and T. McL. Spotswood, Australian J. Chem. 15: 492 (1962).
M. E. Peover, Nature 193, 475 (1962).
M. E. Peover, Nature 191, 702 (1961).
M. E. Peover, Trans. Faraday Soc. 58: 1656 (1962).
M. E. Peover and J. D. Davies, Trans. Faraday Soc. 60: 476 (1964).
E. Braude, L. Jackmann, and R. Linstead, J. Chem. Soc. 1954: 3548.
H. Musso, K. Figge, and D. J. Becker, Chem. Ber. 94: 1107 (1961).
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Zuman, P. (1967). Effects of Substituents in Quinonoid Compounds. In: Substituent Effects in Organic Polarography. Springer, New York, NY. https://doi.org/10.1007/978-1-4684-8661-2_8
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DOI: https://doi.org/10.1007/978-1-4684-8661-2_8
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