The first delocalized phosphole containing a planar tricoordinate phosphorus atom: 1-[bis(trimethylsilyl)methyl]-3,5-bis(trimethylsilyl)-1,2,4-triphosphole

The sterically demanding groups on the tricoordinate phosphorus atom, the pi-electron acceptors substituted on the ring, and the dicoordinate phosphorus atoms within the ring are the most significant factors contributing to the planarity and aromaticity of the 1,2,4-triphosphole ring in 1. The Bird aromaticity index for 1 shows that it has the most pronounced aromatic character of all known phospholes.