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The anionic telomerizations of styrene with n-butylamine, s-butylamine, t-butylamine and isobutylamine catalyzed by sodium metal were investigated. The structures of the products were discussed by the NMR spectra obtained in carbon tetrachloride and identified to be Nbutyl-2-phenylethylamines and N-butyldi(2-phenylethyl)amines.The general reaction scheme was proposed and interpreted with the concept of the anionic telomerization, where amine acts as a telogen and styrene as a taxogen.

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The anionic telomerizations of styrene with some secondary amines catalyzed by sodium metal were investigated. In this reaction a secondary amine was used as a telogen and styrene as a taxogen. Three telomers, i. e. N,N-disubstituted 2-phenylethylamine, N,N-disubstituted 2,4-diphenylbutylamine and N,N-disubstituted 2,4,6-triphenylhexylamine were separated from the mixture of the produced telomers under vacuum distillation. Proton NMR spectra of these telomers in carbon tetrachloride were consistent with the expected structural formulas. The reaction scheme was proposed to explain the formation of telomers.

Summary:Anionic reactions of styrene with o-anisidine, m-anisidine, p-anisidine, o-phenetidine, m-phenetidine and p-phenetidine catalyzed by an alloy of sodium and potassium metals were investigated. Each of the amines reacted with styrene to give 1:1 addition product, which was identified as N-2-phenylethylamine by means of NMR spectra, IR spectra, vapor pressure osmometry etc. A plausible mechanism to explain the formation of addition products was proposed, and also the reactions were discussed from the standpoint of anionic telomerization.