Abstract New group 14 5-metallated pyrrole-2-carbaldehydes 5-R 3 E (C 4 H 2 NR′) CHO (E Si, Ge, Sn; R Me, Et, n Bu; R′ H, Me) have been regiospecifically prepared from corresponding pyrrole-2-carbaldehydes by either (i) 5-lithiation after protection of the aldehyde function by treatment with lithium N-methylpiperazide or by formation of an azafulvene dimer or (ii) metallation by R 3 EX (X Cl, Br). The 5-silylated compound (E ...