Although copper(I) hydride was discovered in the 1840s it only became widely applied in organic synthesis with the discovery of the Stryker’s reagent in the late 1980’s. Despite these advances, its potential as catalyst in organic transformations is still far from been fully understood. In part, this might be attributed to the difficulty of taming this highly reactive species; often postulated as a transient intermediate, but rarely characterized. As part as our growing interest in discovering new processes and applications that are catalyzed by copper(I) hydride complexes, our laboratory recently obtained spectroscopic evidence for the formation a monomeric copper (I) hydride, meanwhile characterizing the first stable monomeric silver (I) hydride. Capitalizing on these results, herein, we wish to report on the characterization and the reactivity of a transient copper-hydride as a key intermediate in the dehydrogenative borylation of terminal alkynes with pinacolborane.

Chasing copper hydrides

2019 Fall National Meeting

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