Abstract
A third mechanistic category of organic reactions, conceptually in-between kinetic and thermodynamic control, needs to be recognized, in order to obtain a proper mechanistic description of certain highly important organic reactions, but also to avoid controversy. In fact, an instance of debatable conclusions having been reached is already known. The term ‘pseudo-thermodynamic control’ is proposed for this newly-defined category, which would include any reaction in which intermediates along different routes mutually interconvert. The new category would thus encompass a very large number of reactions, many of them of great utility.
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References
J.W. Huffman, in B.M. Trost and I. Fleming (Eds.), Comprehensive Organic Synthesis, Vol. 8, Pergammon Press, Oxford, 1991, p. 116 (1.4.3.4.1), and references therein.
H.O. House, Modern Synthetic Reactions, 2nd. Ed., W.A. Benjamin Inc., Menlo Park, CA, 1972, pp. 155–157, and references therein.
S. Chandrasekhar, Chem. Soc. Rev. 16, 331 (1987).
L.P. Hammett, Physical Organic Chemistry, 2nd Ed., McGraw-Hill, New York, 1970, p.77.
D. Whittaker, in A.A. Newman (Ed.), Chemistry of Terpenes and Terpenoids, Academic Press, London, p. 28; E. von Rudloff, Can. J. Chem. 39, 1 (1961); W. Kirmse, Top. Curr. Chem. 80, 259 (1979).
D. Caine, in B.M. Trost and I. Fleming (Eds.), Comprehensive Organic Synthesis, Vol. 3, Pergammon Press, Oxford, 1991, p. 2; H.O. House, in Ref. 2, p. 569; H.O. House, M. Gall, and H.D. Olmstead, J. Org. Chem. 36, 2361 (1971).
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Chandrasekhar, S. Betwixt kinetic and thermodynamic control: ‘Pseudo-Thermodynamic control’. Res Chem Intermed 19, 443–448 (1993). https://doi.org/10.1163/156856793X00217
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DOI: https://doi.org/10.1163/156856793X00217