[2+1] Cycloaddition Affording Methylene‐ and Vinylidenecyclopropane Derivatives: A Journey around the Reactivity of Metal‐Phosphinito–Phosphinous Acid Complexes |
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Authors: | Hervé Clavier Gérard Buono |
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Institution: | Aix Marseille University, CNRS, Marseille, France |
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Abstract: | Metal–phosphinito–phosphinous acid complexes are interesting catalysts exhibiting unique reactivities. In this account, we intend to provide a clear overview of palladium– and platinum–phosphinito–phosphinous acid complexes, their preparation from secondary phosphine oxides, and their applications in catalysis. They have been mainly used to develop 2+1] cycloadditions to afford methylenecyclopropane derivatives using norbornenes and various alkynes as partners. As a function of the catalyst, the reaction conditions, or the nature of the reagents, different synthetic transformations have been observed: 2+1] cycloadditions, giving rise to either alkylidenecyclopropanes or vinylidenecyclopropanes; tandem 2+1]/3+2] cycloadditions, and so forth. The mechanisms of these reactions have been studied to rationalize the different reactivities observed. |
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Keywords: | cycloaddition palladium platinum structure– activity relationships synthesis design |
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