Synthesis and Structure of N‐Silylated Anilines

The new N‐(arylsilyl)anilines 1–5 have been obtained by the reaction of aryl(halo)silanes with the corresponding anilines in the presence of the auxiliary base triethylamine. The benzene parts of the anilines have been chosen such that their fluoro, methyl, and methoxy substituents exert different electronic effects. The molecular structures of the monosilylated anilines 3 and 4 have been determined by single‐crystal X‐ray diffraction analysis. The coordination geometry of the nitrogen atoms have been found to be planar. Heteronuclear NMR spectra (¹H, ¹³C, ¹⁵N, ²⁹Si) have been recorded and the structural results correlated with the one‐bond coupling constant ¹J(²⁹Si¹⁵N).