Oxidation with chromium(VI) complexes: Difference between revisions

Revision as of 13:31, 24 June 2020

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==Practical considerations==

Oxidation with chromium(VI) amines has two primary limitations. Operationally, the tarry byproducts of chromium oxidations cause reduced yields and product sequestration.<ref>Ratcliffe, R.; Rodehorst, R. ''J. Org. Chem.'', '''1970''', ''35'', 4000.</ref> In addition, Cr(VI)-amines (particularly PCC) may react with [[acid]]-labile functionality. Thus, these agents have been employed in oxidations of relatively simple substrates, often in excess to account for reagent trapping and decomposition. The use of adsorbents such as Celite or silica gel facilitates the removal of chromium byproducts and eliminates many of the operational difficulties associated with chromium-mediated oxidations.

<span style="float:right;padding-right:50px;padding-top:30px;">'''''(1)'''''</span><center>[[File:ChroGen.png]]</center>

==Mechanism and stereochemistry==