A new access to diazaphospholes via cycloaddition-cycloreversion reactions on triazaphospholes

A novel bis-CF3-substituted diazaphosphole was synthesized selectively from hexafluoro-2-butyne and a 3H-1,2,3,4-triazaphosphole derivative. The [4+2] cycloaddition and subsequent cycloreversion reaction under elimination of pivaloyl nitrile affords the product in high yield. The heterocycle coordinates via the phosphorus atom to a W(CO)(5)-fragment and shows stronger pi-accepting properties than the triazaphosphole.

Automated summary

A novel bis-CF3-substituted diazaphosphole was selectively synthesized via [4+2] cycloaddition and subsequent cycloreversion reaction. The compound exhibited stronger pi-accepting properties in coordination chemistry.