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Hydrogen‐transfer reduction of α,β‐unsaturated carbonyl compounds catalyzed by naphthyridine‐functionalized N‐heterocyclic carbene complexes
Abstract:Substitution of silver complex of 2‐chloro‐7‐(mesitylimidazolylidenylmethyl)naphthyridine (NpNHC) with palladium(II), rhodium(I) and iridium(I) metal precursors provided [Pd(C ,N ‐NpNHC)(η3‐allyl)](BF4) ( 5 ), RhCl(COD)(C ‐NpNHC) ( 6a ) and IrCl(COD)(C ‐NpNHC) ( 6b ), respectively. Abstraction of chloride from 6a and 6b with AgBF4 provided the chelation complexes [Rh(COD)(C ,N ‐NpNHC)](BF4) ( 7a ) and Ir(COD)(C ,N ‐NpNHC)(BF4) ( 7b ), respectively. All complexes were characterized using NMR and elemental analyses and the structural details of 5 and 6a were further confirmed using X‐ray crystallography. In catalytic activity studies, complex 5 was found to be an effective catalyst in the hydrogen‐transfer reduction of α,β‐unsaturated carbonyl compounds into the corresponding saturated carbonyl compounds.
Keywords:hydrogen transfer  naphthyridine  N‐heterocyclic carbene  palladium  reduction
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