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- W2943159535 abstract "Me3SiHgSiMe3 (I) adds to the azo groups of azodiethyldicarboxylate, 2,2′-azodipyridine and azobenzene yielding N,N′ -bissilylated hydrazo compounds. N-Heterocycles are reductively N-silylated. Reactions where molar ratios of 12 are taken, lead in the case of pyridine, 2- and 4-methylpyridine, and quinoline to the corresponding N,N′-bissilyl-1,1′,4,4′-tetrahydro-4,4′-dipyridines, and in the case of isoquinoline to N,N′-bissilyl-1,1′,2,2′-tetrahydro-1,1′-diisoquinoline. The 11 molar reaction with pyrazine leads to N,N-bissilyl-1,4-dihydropyrazine. In all cases (I) apparently behaves as a nucleophile; the mercurated intermediates are thermally unstable and form (in part after symmetrisation) the final products mentioned. The yields are high. Me3SiCl and Li react in THF with some pyridines under certain conditions to give the same products as are given by (I). Me3SiHgSiMe3 (I) addiert sich an die Azogruppen von Azodicarbonsäureliäthylester, 2,2′-Azodipyridin und Azobenzol unter Bildung N,N′-bissilylierter Hydrazoverbindungen. N-Heterocyclen werden reduktiv am Stickstoff silyliert. Beim Molverhältnis 12 entstehen mit Pyridin, 2- und 4-Methylpyridin sowie Chinolin die untsprechenden N,N′-bissilyl-1,1′,4,4′-tetrahydro-4,4′-dipyridine, mit Isochinolin das N,N′-bissilyl-1,1′,2,2′-tetrahydro-1,1′-diisochinolin. Mit Pyrazin entsteht beim Molverhätnis 11N,N′-Bissilyl-1,4-dihydropyrazin. (I) reagiert anscheinend in allen Fällen nucleophil; intermediäre mercurierte Verbindungen zersetzen sich (zum Teil nach Symmetrisierungsreaktionen) thermisch zu den genannten Endprodukten. Alle Reaktionen geben gute Ausbeuten. Einige Pyridine reagieren in THF mit Me3SiCl und Li unter spezifischen Versuchsbedingungen glatt zu den gleichen Produkten wie mit (I)." @default.
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- W2943159535 date "1972-04-01" @default.
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- W2943159535 title "Synthesen mit verbindungen R3MHgMR3 und (R2MHg)n (M = C, Si, Ge, Sn)" @default.
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- W2943159535 doi "https://doi.org/10.1016/s0022-328x(00)89261-x" @default.
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