Palladium(II)–phosphine complexes, especially PdCl2(dppf) where dppf stands for 1,1′-bis(diphenylphosphino)ferrocene, are effective catalysts for the cross-coupling of Grignard reagents with dichlorobenzenes to produce selectively mono-alkylated and arylated benzenes. The addition of ligands is also effective for the cross-coupling of Grignard reagents containing a β-hydrogen(s).
Nickel( 11) chlorides complexed with a ditertiary phosphine catalyse not only the addition of silicon hydrides to olefins but also the interchange of hydrogen and chlorine on silicon.
Anhydrous tetrabutylphosphonium hydrogen bifluoride (2), dihydrogen trifluoride prepared from aq. tetrabutylphosphonium hydroxide and aq. HF, and tetrabutylphosphonium fluoride prepared from 2 and BunLi were shown to be useful fluoride sources for selective nucleophilic fluorination of oxiranes, alkyl halides, alcohols and sulfonates of aliphatic and steroidal species.
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