Abstract
IT is well established that the conjugation of the carbonyl group with the aromatic π-electron system in alkyl phenyl ketones (I, R′ = R″ = H) is not hindered by the substitution of one methyl group in the ortho-position (I, R′ = CH3, R″ = H).
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References
O'Shaughnessy, M. T., and Rodebush, W. H., J. Amer. Chem. Soc., 62, 2906 (1940). b, Schwartzman, L. H., and Corson, B. B., ibid., 76, 781 (1954).
Baker, J. W., and Tweed, W. T., J. Chem. Soc., 796 (1941). b, Bentley, J. B., Everard, K. B., Marsden, R. J. B., and Sutton, L. E., J. Chem. Soc., 2957 (1949); c, Birtles, R. H., and Hampson, G. C., J. Chem. Soc., 10 (1937).
Traft, jun., R. W., in Steric Effects in Organic Chemistry, edit. by Newman, M. S., 578 (John Wiley and Sons Inc., New York, 1956).
Jackman, L. M., Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry, 58 (Pergamon Press, 1959).
Merrifield, R. E., and Phillips, W. D., J. Amer. Chem. Soc., 80, 2778 (1958); Schenk, G. H., Talanta, 8, 109 (1961); Anal. Chem., 35, 167 (1963); Asgar Ali, M., Carey, J. G., Cohen, D., Jones, A. J., Millar, I. T., and Wilson, K. V., J. Chem. Soc., 387 (1964).
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WILSON, C., COHEN, D., MILLAR, I. et al. Tetracyanoethylene Complexes as Indicators of the Carbonyl Inductive (−I) Effect in Sterically Hindered Aromatic Ketones. Nature 204, 282–283 (1964). https://doi.org/10.1038/204282b0
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DOI: https://doi.org/10.1038/204282b0
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