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Activating a Peroxo Ligand for C-O Bond Formation
M Pilar Del Río1, Paula Abril1, José A López1
1Departamento de Química Inorgánica, Instituto de Síntesis Química y Catálisis Homogénea (ISQCH), CSIC-Universidad de Zaragoza, Pedro Cerbuna 12, 50009-, Zaragoza, Spain.
Angewandte Chemie (International Ed. in English)
|December 28, 2018
Summary
Researchers isolated rare iridium-peroxide complexes and activated them for C-O bond formation. This provides a novel pathway for olefin oxy-functionalization using oxygen, crucial for catalyst design.
Area of Science:
- Organometallic Chemistry
- Catalysis
- Organic Synthesis
Background:
- Dioxygen activation for C-O bond formation is challenging.
- Understanding reaction mechanisms is key for catalyst design.
- Olefin-peroxide complexes serve as valuable reaction models.
Purpose of the Study:
- To isolate and characterize novel iridium-peroxide complexes.
- To investigate the activation of peroxide ligands for C-O bond formation.
- To elucidate a new mechanistic pathway for iridium-catalyzed oxy-functionalization.
Main Methods:
- Synthesis of iridium-peroxide complexes.
- Reactions with hydrogen atom donors (2,4,6-trimethylphenol, 1,4-hydroquinone, 1,4-cyclohexadiene).
- Density Functional Theory (DFT) calculations for mechanistic support.
Main Results:
- Isolation of rare "Ir(cod)(peroxide)" complexes.
- Activation of peroxide ligand leading to O-O bond cleavage and C-O bond formation.
- Formation of 2-iradaoxetane complexes and water via proton/electron transfer.
Conclusions:
- Demonstrated a novel pathway for iridium-catalyzed C-O bond formation.
- Established olefin-peroxide complexes as models for dioxygen activation.
- Provided mechanistic insights supporting future catalyst development for oxy-functionalization.
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