Journal
ORGANOMETALLICS
Volume 33, Issue 22, Pages 6389-6397Publisher
AMER CHEMICAL SOC
DOI: 10.1021/om5007038
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- Dutch National Research School Combination Catalysis Controlled by Chemical Design (NRSC-Catalysis) [2009-13]
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1,2,3-Triazol-5-ylidenes (tzNHC) have become a popular class of NHC ligands in homogeneous catalysis. Herein, we introduce chelate monovalent Rh- and Ir(cod) complexes bearing bidentate ligands that combine this tzNHC and an Arduengo-type NHC motif. The reactivity of these complexes with H-2 and CO gas has been investigated, leading to an interesting octahedral [Ir(tzNHC-CH2-NHC)(CO)(2)(H)(2)]OTf complex and [M(tzNHC-CH2-NHC)(CO)(2)]OTf complexes. The carbonyl stretching frequencies of the latter indicate that the ligand has stronger electron-donating properties than classic di-NHC ligands. The square planar rhodium and iridium NHC-tzNHC complexes have been applied in transfer hydrogenation employing isopropyl alcohol as the hydrogen donor, in which they show moderate activity (Ir > Rh) toward a range of ketones as well as for an aldehyde, an imine, and a diene. The new dicarbene complexes proved to be more active for this reaction than the analogues in which the triazolyl moiety coordinates through a nitrogen donor.
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