Synthesis and characterization of two new triphenylphosphonium halochromates, (C6H5)3PH[CrO3X], (X=F, Br)

Abstract

Two new mild oxidizing agents, triphenylphosphonium fluorochromate (TriPPFC), triphenylphosphonium bromochromate (TriPPBC), have been easily prepared. These reagents are suitable for oxidizing various primary and secondary alcohols to their corresponding carbonyl compounds. TriPPFC and TriPPBC have many advantages over similar oxidizing agents including: ease of preparation, involving, simple cationic exchange; high yields of the oxidized species; short reaction times; good selectivity; lower oxidant/substrate ratio and lower solvent requirement.

Mild and Efficient Reagents for Oxidation of Alcohols: [MeOCH2(Ph)3P]+[CrO3X]ֿ, (X=F, Cl)

“…The bright orange crystalline reagents could be stored in polyethylene containers for long periods without decomposition. The IR spectra are similar to that of the other halochromates [20][21][22][23][24][25]. Methoxymethyltriphenylphosphonium halochromates are soluble in water, dimethylformamide, acetonitrile, acetone and dichloromethane.…”