Synthesis and structural characterization of a terphenyl substituted phosphaalkyne, PC{C6H3(C6H2Me3-2,4,6)2-2,6}

In attempts to form group 15 heteroalkynes, the reactions of Ar′C(O)Cl (Ar′=C6H3(C6H2Pr3i-2,4,6)2-2,6) or Ar″C(O)Cl (Ar″ = C6H3(C6H2Me3-2,4,6)2-2,6) with [LiE(SiMe3)2] (E = P, As or Sb) have been carried out. No reactions occurred with the bulkier acid chloride, Ar′C(O)Cl, whilst reactions only occurred with Ar″C(O)Cl at elevated temperatures. One of these afforded the first terphenyl substituted phosphaalkyne, PCAr″, as an air stable, crystalline solid. The X-ray crystal structure of this compound was obtained.

Graphical abstractThe reaction of the bulky acid chloride, Ar″C(O)Cl (Ar″ = C6H3(C6H2Me3-2,4,6)2-2,6) with [LiP(SiMe3)2] has given the first terphenyl substituted phosphaalkyne, PCAr″, as an air stable, crystalline solid. The X-ray crystal structure of this compound was obtained (see picture).Figure optionsDownload full-size imageDownload as PowerPoint slide