Abstract
THE existence of a new type of aromatic ring system, tropolone (I), was first postulated1 to account for the chemistry of stipitatic acid, and the occurrence of this ring system in a variety of natural products has now been established2. Various derivatives of tropolone have been synthesized3, and recently three independent syntheses of tropolone have been described4. Since it is evident that its chemistry will soon be investigated in detail, it seems of interest to see whether its behaviour can be predicted theoretically before such experimental evidence is at hand. 
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References
Dewar, Nature, 155, 50 (1945). For convenience, classical structures have been used throughout this note.
See Corbett, Johnson and Todd, J. Chem. Soc., 6, 147 (1950). London, Ann. Rep. Chem. Soc., 45, 187 (1948).
Cook and Somerville, Nature, 163, 410 (1949). Tarbell, Scott and Kemp, J. Amer. Chem. Soc., 72, 379 (1950). Caunt, Crow, Haworth and Vodoz, Chem. and Indust., 149 (1950).
Cook, Gibb, Raphael and Somerville, Chem. and Indust., 426 (1950). Haworth and Hobson, ibid., 441 (1950). Doering and Knox, J. Amer. Chem. Soc., 72, 2305 (1950).
Dewar, J. Chem. Soc., 2329 (1950).
Branch and Calvin, “The Theory of Organic Chemistry” (New York, 1946).
McGowan, Nature, 159, 644 (1947); Chem. and Indust., 632 (1948).
Wheland, J. Amer. Chem. Soc., 64, 900 (1942). Dewar, J. Chem. Soc., 463 (1948).
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DEWAR, M. Tropolone. Nature 166, 790–791 (1950). https://doi.org/10.1038/166790a0
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DOI: https://doi.org/10.1038/166790a0
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