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Brotzel, Frank (2008): Nucleophilicities of Amines, Amino Acids and Pyridines. Dissertation, LMU München: Faculty of Chemistry and Pharmacy
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Abstract

In line with earlier work of the Mayr group, diarylcarbenium ions (benzhydryl cations) Ar2CH+ have been employed as reference electrophiles for the construction of nucleophilicity scales for amines, amino acids, some di- and tripeptides, and pyridines using the relationship eq. (0.1). log k20° C = s(N + E) (0.1) k = second-order rate constant in M-1 s-1 s = nucleophile specific slope parameter N = nucleophilicity parameter E = electrophilicity parameter