1,1′-Bis(diphenylphosphino)ferrocene (dppf) is a common ligand used in a variety of catalytic applications. We have examined the synthesis and electrochemistry of several derivatives of dppf, in particular fluorinated aryl derivatives. The oxidation of these compounds typically display a single chemically-reversible wave at potentials more positive than that of dppf. Metal complexes of these ligands were made by reacting the ligands with [MCl2(MeCN)2] (M = Pd or Pt). These compounds were characterized by NMR, cyclic voltammetry and in several cases, X-ray crystallography. The reaction of these compounds with Na[BArF24] (BArF24 = tetrakis(3,5-bis(trifluoromethyl)phenyl borate)) results in loss of a chloride and formation of dicationic dimers. Surprisingly, this dimerization was observed even in the case of a sterically demanding bis(phosphino)ferrocene ligand. In addition, the phosphine sulfide and phosphine selenide compounds were prepared by reacting the ligands with the appropriate element. These compounds were characterized by NMR and cyclic voltammetry.

Derivatives of 1,1′-bis(diphenylphosphino)ferrocene

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

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