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• W2040642384 abstract "Aliphatische Diazonium-Ionen reagieren mit Dimethylamin unter Bildung von N, N-Dimethylalkylaminen. Im Vergleich zu den früher untersuchten Umsetzungen der Diazonium-Ionen mit alkoholen verhält sich Dimethylamin als schwach polares und stark nucleophiles Lösungsmittel. Umlagerungen von Alkyl-, Allyl- und Cyclopropyldiazonium-Ionen werden unterdrückt, die Konfigurationsumkehrung bei 1-Phenyläthyldiazonium-Ionen erhöht. Die Substitution von trans- und cis-2-Methycyclopropyldiazonium-Ionen(34 und 35) ergab nahezu identische Gemische von trans- und cis-Dimethyl(2-methylcyclopropyl)amin (37 und 38); sie verläuft wahrscheinlich über ein Cyclopropylkation (36). Neben der Substitution zeigen Cyclopropyldiazonium-Ionen auch Azokupplung zu 1-Cyclopropyl-3-alkyltriazenen (39, 40); aus Methyl- und Isobutyldiazonoium-Ionen wurden unter den gleichen Bedingungen keine Triazene erhalten. Deamination Reactions, 21. Reactions of Alihatic Diazonium Ions with Amines Aliphatic diazonium ions react with dimethylamine to give N, N-dimethylalkylamines. As compared to previously studied reactions of the diazonium ions with alcohols, dimethylamine behaves as a weakly polar and strongly nucleophilic solvent. The rearrangements of alkyl-, allyl-, and cyclopropyldiazonium ions are minimized; the configurational inversion of 1-phenylethyldiazonium ions is increased. The substitution of trans- and cis-2-methylcyclo-propyldiazonium ions (34 and 35) afforded nearly identical mixtures of trans- and cis-dimethyl(2-methylcyclopropyl)amine(37 and 38), probably by way of a cyclopropyl cation (36). In addition to substitution, cyclopropyldiazonium ions undergo azo coupling to afford 1-cyclopropyl-3-alkyltriazenes (39, 40). No triazenes were obtained from methyl- and isobutyldiazonium ions under identical conditions." @default.
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• W2040642384 date "1974-03-01" @default.
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• W2040642384 title "Desaminierungsreaktionen, 21. Umsetzungen aliphatischer Diazonium‐Ionen mit Aminen" @default.
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