1,1′-Bis(diphenylphosphino)ferrocene (dppf) is a common ligand used in many different catalytic applications. We have examined the synthesis and electrochemistry of several derivatives of dppf. Oxidation of these compounds typically displays a single wave that is typically chemically-reversible following an EC mechanism. Several different metal complexes containing these ligands were prepared by the reaction of the free ligands with [MCl2(MeCN)2] (M = Pd or Pt). These compounds were characterized by NMR, cyclic voltammetry and in several cases, X-ray crystallography. These compounds react with Na[BArF24] (BArF24 = tetrakis(3,5-bis(trifluoromethyl)phenyl borate)) losing a chloride ligand. The metal-containing product of this reaction is typically a dicationic dimer with bridging chlorides. The lone exception to this is [Pd(dtbpf)Cl2] (dtbpf = 1,1′-Bis(ditert-butylphosphino)ferrocene, which upon loss of a chloride forms [Pd(κ3-dtbpf)Cl][BArF24]. The activity of these new compounds as catalysts in a Heck reaction was investigated. 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.

1,1’-bis(diarylphosphino)ferrocene compounds: Metal complexes and chalcogenides

ACS Spring Meeting 2021

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