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Cobalt-Catalyzed Stereoretentive Hydrogen Isotope Exchange of C(sp3)–H Bonds
August 18 2017
August 02 2017
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Abstract
<p class="first" id="P1">Cobalt dialkyl complexes bearing
<i>α</i>-diimine ligands proved to be active precatalysts for the nondirected, C(sp
<sup>3</sup>)−H selective hydrogen isotope exchange (HIE) of alkylarenes using D
<sub>2</sub> gas as the deuterium source. Alkylarenes with a variety of substitution
patterns
and heteroatom substituents on the arene ring were successfully labeled, enabling
high levels of incorporation into primary, secondary, and tertiary benzylic C(sp
<sup>3</sup>)−H bonds. In some cases, the HIE proceeded with high diastereoselectivity
and application
of the cobalt-catalyzed method to enantioenriched substrates with benzylic stereocenters
provided enantioretentive hydrogen isotope exchange at tertiary carbons.
</p><p id="P2">
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