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A Facile Synthesis of Novel and Stable Phosphorus Ylides Containing 2-Aryl-1,3-Dioxane-4,6-Dione

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The reaction between dialkyl acetylene dicarboxylate and 2-aryl-1,3-dioxane-4,6-dione derivatives in the presence of triphenylphosphine in ethyl acetate led to stable phosphorus ylides in good yields. These stabilized phosphorus ylides exist as a mixture of two geometrical isomers as a result of restricted rotation around the carbon–carbon partial double bond. The 1H NMR variable temperature spectra for 3c are studied and the results are reported.

Keywords: Triphenylphosphine; meldrum's acid; rotamers; stable phosphorus ylides

Document Type: Research Article

Affiliations: Faculty of Chemistry,Tarbiat Moallem University, Tehran, Iran

Publication date: 01 March 2012

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