Strategy for Selective Csp2-F and Csp2-Csp2 Formations from Organoplatinum Complexes.

By changing the parameters of fluorination reaction of bisaryl-platinum(II) complexes, each possible competitive pathway of Ar-Ar and Ar-F formation can be selectively controlled. It was discovered that steric hindrance, type of fluorinating reagent, and temperature of reaction are determinants for Ar-F vs Ar-Ar bond formation pathway from bisaryl-fluoro-platinum(IV) complexes. The combination of bulky ligands such as mesityl with Selectfluor at RT leads to Ar-F bond formation in the presence of possible Ar-Ar formation.