Tripropylammonium Fluorochromate (TriPAFC):A Convenient New Reagent for Oxidation of Organic Substrates

摘要

The search for new oxidizing agents is of interest to synthetic organic chemists.Many such reagents have been developed in recent years with some success.In particular,there is continued interest in the development of new chromium(VI) reagents for the effective and selective oxidation of organic substrates,in particular alcohols,under mild conditions.In recent years,significant improvements were achieved by the use of new oxidizing agents,such as 3-carboxypyridinium chlorochromate,pyridinium fluorochromate,quinolinium dichromate,caffeinilium chlorochromate,quinolinium chlorochromate,isoquinolinium fluorochromate and tetramethylarnmonium fluorochromate.We have now investigated the synthetic potential of tripropylammonium fluorochromate,C_9H_(22)CrFNO_3,(TriPAFC) and we have found that this reagent has certain advantages over similar oxidizing agents in terms of amounts of oxidant and solvent required,easier working up and high yields.Further,tripropylammonium fluorochromate does not react with acetonitrile,which is a suitable medium for studying kinetics and mechanism.