Michael Eberhart, Norton Group
4:15pm - 5:15pm
Copper hydrides such as [Ph3PCuH]6 (Stryker’s Reagent) are textbook reagents in organic chemistry for the selective hydrogenation of α,β-unsaturated carbonyls. Despite their widespread use both stoichiometrically and catalytically, there are many important questions about polynuclear copper hydrides that have not been answered.
The electron transfer chemistry of [Ph3PCuH]6 and related copper hydrides has been investigated. Copper hydrides (E1/2 = –1.0 to –1.2 V vs FcH/FcH+) are good one-electron reducing agents. Stopped-flow techniques have allowed the detection of electron transfer intermediates in copper hydride reactions. The fate of the copper containing products after electron transfer or hydride transfer reactions has been investigated. An unusual cationic copper hydride, [(Ph3P)7Cu7H6]+ was found to be the major product of these reactions and methods of converting this species back to [Ph3PCuH]6 will also be discussed.