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Base-Strengthening Effect of Resonant Amino Groups in some Heterocyclic Bases

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Abstract

IT was shown by Albert and Goldacre1 that an amino group substituted in a 'resonant position' of a six-membered aromatic heterocyclic base results in a compound of enhanced basic strength. This is attributed to the replacement of a dipolar resonant form by a more stable homopolar resonant form.

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References

  1. Albert, A., and Goldacre, R., Nature, 153, 467 (1944).

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  2. Albert, A., and Goldacre, R., J. Chem. Soc., 706 (1946).

  3. Albert, A., Goldacre, R., and Phillips, J., J. Chem. Soc. (in the press).

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Authors and Affiliations

  1. Department of Organic Chemistry, University of Sydney,

    PETER H. GORE & JOHN N. PHILLIPS

Authors
  1. PETER H. GORE
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  2. JOHN N. PHILLIPS
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GORE, P., PHILLIPS, J. Base-Strengthening Effect of Resonant Amino Groups in some Heterocyclic Bases. Nature 163, 690–691 (1949). https://doi.org/10.1038/163690a0

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