Abstract

Abstract Considered under the aspect of its ambidence, the reactivity of cyanamidonitrate [NO2NCN]− towards triorganostannyl chlorides was investigated. The reaction products of type R3Sn-NCN-NO2 were characterized by 1H-NMR, 13C-NMR, 119Sn-NMR and IR spectroscopy. While cyanamides of the type [RnE(Y)NCN]− (RnE(Y) = RC(O), RC(NCN), R2 P(O), R2P(S), R2P(NCN), RSO2) are coordinated exclusively either via the terminal nitrogen (monodentately) or via both the nitrile group end on and the chalcogen atom (bidentately), we found N-triorganostannyl-N′-nitro-carbodiimides as the first example in which the NCN group acts as a bidentate bridge with metal-N bonds in 1- and 3-position. For Me3Sn-NCN-NO2 the crystal structure was determined.

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