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Multiple Aromatic C-H Bond Activations by an Unsaturated Dirhenium Carbonyl Complex
Richard D Adams1, Poonam Dhull1, Mark D Smith1
1Department of Chemistry and Biochemistry , University of South Carolina , Columbia , South Carolina 29208 , United States.
This study introduces novel multiply C-H activated arene products formed by dirhenium octacarbonyl reactions with polycyclic aromatic hydrocarbons. These reactions occur under mild conditions, yielding unique metalated compounds with potential applications in materials science.
Area of Science:
- Organometallic Chemistry
- C-H Activation
- Polycyclic Aromatic Hydrocarbons (PAHs)
Background:
- Dirhenium octacarbonyl complexes are known for their reactivity.
- Activation of C-H bonds in aromatic systems is a key challenge in chemistry.
- Polycyclic aromatic hydrocarbons offer complex structures for chemical modification.
Purpose of the Study:
- To explore the reactivity of Re2(CO)8(μ-C6H5)(μ-H) with naphthalene and anthracene.
- To synthesize and characterize novel multiply C-H activated arene products.
- To investigate the mechanism of C-H activation and metalation under mild conditions.
Main Methods:
- Reaction of the dirhenium complex with naphthalene and anthracene.
- Isolation and purification of reaction products.
- Characterization using single-crystal X-ray diffraction and molecular orbital calculations.
Main Results:
- First examples of multiply C-H activated arene products via reductive elimination of benzene and multiple oxidative additions.
- Synthesis of novel doubly C-H activated isomers with naphthalene and anthracene.
- Formation of a tetra-substituted anthracene product with four dirhenium units.
Conclusions:
- Dirhenium octacarbonyl complexes can achieve multiple C-H activations on PAHs under mild conditions.
- The study provides new insights into the coordination chemistry of dirhenium with aromatic systems.
- The characterized compounds represent a new class of organometallic arene complexes.
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