Collins Reagent - History

History

In 1948 several scientists H.H Sisler, J.D. Bush and O. E. Accountius noted an isolation in the compound with the empirical composition CrO8•2C5H5N, a brick-red complex, from a reaction of anhydrous chromium trioxide with pyridine. G. I. Poos, G. E. Arth, R. E. Beyler and L.H. Sarett in 1953 found the complex in pyridine solution to be an effective reagent for the oxidation of primary and secondary alcohols to aldehydes and ketones. In 1968 J. C. Collins, W. W. Hess, and F. J. Frank found the anhydrous complex is moderately soluble in polar chlorocarbons. They found the solvent of choice was methylene chloride with the solubility of 12.5 g/100 mL. Under those conditions yields of 87-98% of primary and secondary alcohols were oxidized to aldehydes and ketones.


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