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Rhodium(II) acetate is the chemical compound with the formula Rh2(AcO)4, where AcO- is the acetate group (CH3CO2). This emerald green powder is a catalyst for cyclopropanation of alkenes. It is also used as catalyst for insertion into C-H and X-H bonds(X = N/S/O) and for ylide formation for organic syntheses.
Additional recommended knowledge
Rhodium(II) acetate is usually prepared by the heating hydrated rhodium(III) chloride in acetic acid (CH3COOH): Rhodium(II) acetate dimer undergoes ligand exchange, the replacement of the acetate group by other carboxylates and related groups.
Structure and Properties
The structure of rhodium(II) acetate freatures a pair of rhodium atoms, each with octahedral molecular geometry, defined by four acetate oxygen atoms, a water ligand, and a Rh-Rh bond (2.39 Å.. Copper(II) acetate and chromium(II) acetate adopt similar structures.
The application of dirhodium tetraacetate to organic synthesis was pioneered by Teyssie and co-workers. A extensive library of successful transformations rapidly evolved, ranging from Rh(II)-catalyzed OH and NH insertions to cyclopropanation of olefins and aromatic systems. Nowadays, it is used mainly as a catalyst. It can help distinguish between ribonucleosides and deoxynucleosides by binding selectively to ribonucleosides at their 2' and 3' OH groups. Rhodium(II) acetate dimer, compared to copper(II) acetate, is more reactive and useful in differentiating ribonucleosides and deoxynucleosides because it is soluble in aqueous solution like water whereas copper(II) acetate only dissolves in non-aqueous solution.
Selected catalytic reactions
2. Aromatic cycloaddition
3. C-H insertion
4. Oxidation of alcohols
5. X-H insertion (X = N/S/O)
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Rhodium(II)_acetate". A list of authors is available in Wikipedia.|