Causes of Reversal in Tautomeric Form Lone-Pair and Dipolar Repulsion

Causes of Reversal in Tautomeric Form Lone-Pair and Dipolar Repulsion 

Taylor (2012), The Fault Line in Prototropic Tautomerism. manuscript under preparation. 

11 in aqueous solution and, using the basicity method (see Chapter 12), found log K = 2.40 in favor of 11b for R = H and 2.34 for R = Me this is in line with other examples of lone-pair repulsion in six-membered rings, for which we [4] find A log K = —2.2 0.2 for six examples. This is one of the few examples of lone-pair repulsion to have been quantified so far. 

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