Bimetallic Bis-NHC-Ir(III) Complex Bearing 2‑Arylbenzo[d]oxazolyl Ligand: Synthesis, Catalysis, and Bimetallic Effects

Herein, an unprecedented bimetallic bis-NHC Cp*Ir complex 1 bearing 2-arylbenzo­[d]­oxazolyl and NHC ligands is reported. A significant increase in activity was observed for N-methylation of amines and reduction of aldehydes with MeOH catalyzed by 1 compared to the monometallic analogues (2–11). Und...

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Published inOrganometallics Vol. 39; no. 19; pp. 3514 - 3523
Main Authors Huang, Shuang, Hong, Xi, Cui, He-Zhen, Zhan, Bing, Li, Zhi-Ming, Hou, Xiu-Feng
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 12.10.2020
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Physical Sciences
Science & Technology
SECONDARY ALCOHOLS
NITROARENES
METHANOL
METHYLATION
AMINES
ALKYLATION
SELECTIVE N-MONOMETHYLATION
REACTIVITY
POLYMERIZATION
HETEROBIMETALLIC COMPLEXES
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Summary:Herein, an unprecedented bimetallic bis-NHC Cp*Ir complex 1 bearing 2-arylbenzo­[d]­oxazolyl and NHC ligands is reported. A significant increase in activity was observed for N-methylation of amines and reduction of aldehydes with MeOH catalyzed by 1 compared to the monometallic analogues (2–11). Under the optimal conditions, it showed to be highly effective in N-methylation of nitroarenes with MeOH as both C1 and H2 source. Substrates, including aromatic amines, ketones, and nitro compounds with various functional groups, can be well-tolerated. Mechanistic studies and DFT calculation highlight the significance of bimetallic centers cooperativity.
ISSN:0276-7333
1520-6041
DOI:10.1021/acs.organomet.0c00464