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Nigst, Tobias Alexander (2012): Reactivity parameters for nitrogen nucleophiles: from the alpha-effect to applications as organocatalysts and photo-leaving groups. Dissertation, LMU München: Faculty of Chemistry and Pharmacy
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Abstract

The nucleophilic reactivities of amines, hydrazines, and pyridines were quantified using benzhydrylium ions and quinone methides as reference electrophiles. The scope and limitations of the linear free energy relationship log k2 = sN(N+E) for predicting rates of the reactions of carbocations and acylation agents was studied.