Kinetics and Mechanism of the C-Alkylation of Nitroalkane Anions by 1-Alkyl-2,4,6-triphenylpyridiniums: A Nonchain Reaction with Radicaloid Characteristics
The C-alkylation of 2-nitropropanide by N-substituted pyridiniums is first order in each reactant in Me2SO.The effect on the rate of temperature , N substituent, leaving group, and nucleophile was studied quantitatively.Overall, the evidence excludes an SN2 displacement and suggests that the reactions proceed by a free radical nonchain mechanism.
Katritzky, Alan R.,Kashmiri, M. Akram,Ville, George Z. de,Patel, Ranjan C.
p. 90 - 96
(2007/10/02)
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