Journal
INORGANIC CHEMISTRY
Volume 56, Issue 19, Pages 11688-11701Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.inorgchem.7b01654
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Funding
- European Research Council [CoG 615653]
- Swiss National Science Foundation [200021_162868]
- Swiss National Science Foundation (R'equip) [206021_128724, 206021_170755]
- Natural Science and Engineering Research Council of Canada
- Water Sumner Foundation
- Queen's University
- Swiss National Science Foundation (SNF) [200021_162868] Funding Source: Swiss National Science Foundation (SNF)
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A set of aryl-substituted pyridylideneamide (PYA) ligands with variable donor properties owing to a pronounced zwitterionic and a neutral diene-type resonance structure were used as electronically flexible ligands at a pentamethylcyclopentadienyl (Cp*) iridium center. The straightforward synthesis of this type of ligand allows for an easy incorporation of donor substituents such as methoxy groups in different positions of the phenyl ring of the C,N-bidentate chelating PYA. These modifications considerably enhance the catalytic activity coordinated iridium center toward the catalytic aerobic transfer hydrogenation of carbonyls and imines as well hydrosilylation of phenylacetylene. Moreover, these PYA iridium complexes catalyze the base-free transfer hydrogenation aldehydes, and to a lesser extent also of ketones. Under standard transfer hydrogenation conditions including base, aldehydes are rapidly oxidized to carboxylic acids rather than reduced to the corresponding alcohol, as is observed under base-free conditions.
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