Reply to T. W. Bentley: Limitations of the s(E+N) and Related Equations

Authors

  • Prof. Dr. Herbert Mayr

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    1. Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5–13 (Haus F), 81377 München (Germany), Fax: (+49) 89-2180-77717
    • Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5–13 (Haus F), 81377 München (Germany), Fax: (+49) 89-2180-77717
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  • I very much appreciate the invaluable help of Dr. Tanja Kanzian, Dipl.-Ing. Johannes Ammer, and Dr. Armin Ofial in preparing this reply. s=slope, E=electrophilicity, N=nucleophilicity.

Abstract

original image

Simple and unambiguous: In the equation log k=s(E+N), the nucleophilicity N is obtained through the intercepts on the abscissa of linear log k versus E (electrophilicity) correlations. This approach places nucleophiles that differ by more than 30 orders of magnitude in reactivity on a single scale that can be used as a guide for designing organic syntheses. The equation in question is not only more practical but is also more precise than Bentley's alternatives.

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