Abstract
The success of the method of prediction based on the additivity of increments of pK a values along chains in a molecule is not evidence of the correctness of the assumption that inductive effects are of overriding importance. Ring formation, by constraining the substituent in much closer proximity to the acidic or basic centre, leads to a stronger field effect than would be exerted by the same substituent attached at the free end of a chain, and may make a major contribution.
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© 1981 D. D. Perrin, Boyd Dempsey and E. P. Serjeant
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Perrin, D.D., Dempsey, B., Serjeant, E.P. (1981). Further Applications of Hammett and Taft Equations. In: pK a Prediction for Organic Acids and Bases. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-5883-8_6
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DOI: https://doi.org/10.1007/978-94-009-5883-8_6
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-009-5885-2
Online ISBN: 978-94-009-5883-8
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