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

Zora, Metin
KÖKTÜRK, Mustafa
Eralp, Tugce
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..
Citation Formats
M. Zora, M. KÖKTÜRK, and T. Eralp, “Synthesis of 2-ferrocenylidene-4-cyclopentene-1,3-diones,” TETRAHEDRON, vol. 62, no. 44, pp. 10344–10351, 2006, Accessed: 00, 2020. [Online]. Available: