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Solvent dependent double C–H activation in an Ir(NHC)2 system generates an agostically stabilized 14-electron complex featuring a face-capping bis(alkyl) tethered NHC ligand [NHC = N-heterocyclic carbene]. These activation processes are reversible, and the resulting ligand-derived hydrogen shuttle can be applied to the dehydrogenation of BN-containing substrates.
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