Synthesis and Thermal Decomposition of Heavy Tetrylenes Bearing N-Aminocarbazolyl Substituents.

The synthesis of the N-aminocarbazole R-NH2 (2) is reported. Subsequent reaction with bis[bis(trimethylsilyl)amido]tetrylenes E[N(SiMe3 )2 ]2 (E=Ge, Sn, or Pb) allowed the isolation of formal hydrazidotetrylene derivatives, R-N(H)EN(SiMe3 )2 (3) that includes the first example of a hydrazidoplumbylene to date. Thermal decomposition of these compounds resulted in the elimination of "NH" and afforded the tetrylenes R-EN(SiMe3 )2 (4).