Synthesis of 2-ferrocenylidene-4-cyclopentene-1,3-diones

Date

2006-10-29

Author

Zora, Metin
Eralp, Tugce

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A squarate-based synthesis of 2-ferrocenylidene-4-cyclopentene-1,3-diones is described. When refluxed in dioxane at 100 degrees C, heated with silica gel as a solvent free grinded solid mixture at 125 degrees C or stirred with silica gel in ethyl acetate at room temperature, 4-ferrocenylethynyl-4-hydroxy-2-cyclobutenones, prepared from ethynylferrocene and 3-cyclobutene-1,2-diones, afforded 2-ferrocenylidene-4-cyclopentene-1,3-diones as the major or single product of the reaction. In some cases, ferrocenyl quinones also resulted from these reactions as the minor products. The major or exclusive formation of 2-ferrocenylidene-4-cyclopentene-1,3-diones is attributed to the radical-stabilizing ability of the ferrocenyl group..

Subject Keywords

Organic Chemistry, Biochemistry, Drug Discovery

URI

https://hdl.handle.net/11511/42064

Journal

TETRAHEDRON

DOI

https://doi.org/10.1016/j.tet.2006.08.078

Collections

Department of Chemistry, Article

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Citation Formats

M. Zora and T. Eralp, “Synthesis of 2-ferrocenylidene-4-cyclopentene-1,3-diones,” TETRAHEDRON, pp. 10344–10351, 2006, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/42064.