Journal of the Chemical Society. Perkin transactions II p. 1049 - 1054 (1982)
Update date:2022-08-25
Topics:
Musumarra, Giuseppe
Ballistreri, Francesco P.
Muratore, Salvatore
Katritzky, Alan R.
Wold, Svante
First- and second-order rates for the reactions of 1-methyl-, 1-isopropyl-, 1-s-butyl-, 1-benzyl-, and 1-p-methoxybenzyl-2,4,6-triphenylpyridiniums with piperidine in chlorobenzene in protic and dipolar aprotic solvents are reported.For the 1-isopropyl, 1-s-butyl and 1-p-methoxybenzyl derivatives the bimolecular reaction is accompanied by a unimolecular process in all solvents.Second-order rate constants for the 1-methyl and for the 1-benzyl compounds are correlated with the ET solvent parameter.Principal component analysis of second-order rates provided a three-component model.The first component differentiates aprotic solvents from protic ones, while the second component is linearly related to the basicity parameter B for aprotic solvents.
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