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6 have reported a proton affinity for the trimethylsilylmethyl anion of 387.3 kcal/mol based on bracketing reactions. The standards used in that work were not known to high accuracy, however, so we have chosen to use the value from the thermochemical cycle.
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If the stabilities of the neutrals can be accounted for by using simple additivity relationships (such as Benson additivities), then we can attribute the substituent effect on acidity to changes in anion stabilization.
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