Diferrocenylcyclopropenyl cations. Synthesis, structures, and some chemical properties

• Published in: Journal of organometallic chemistry Vol. 690; no. 14; pp. 3333 - 3339
• Main Authors: Klimova, Elena I., Berestneva, Tatiana Klimova, Ortega, Simon Hernández, Iturbide, Daniel Méndez, Marquez, Alfonso García, García, Marcos Martínez
• Format: Journal Article
• Language: English
• Published: LAUSANNE Elsevier B.V 15.07.2005; Elsevier
• Subjects: Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Derivatives of 2,3-diferrocenylacrylic acid; Diferrocenylcyclopropenes; Diferrocenylcyclopropenyl tetrafluoroborates; Ferrocene; Physical Sciences; Ring opening; Science & Technology; X-ray structural analysis; X-ray structural analysis; Diferrocenylcyclopropenyl tetrafluoroborates; Derivatives of 2,3-diferrocenylacrylic acid; Ring opening; Ferrocene; Diferrocenylcyclopropenes; ring opening; diferrocenylcyclopropenes; RING; derivatives of 2,3-diferrocenylacrytic acid; SYSTEMS; ferrocene; diferrocenylcyclopropenyl tetrafluoroborates
• ISSN: 0022-328X; 1872-8561
• DOI: 10.1016/j.jorganchem.2005.04.014

Synthesis of diferrocenylcyclopropenyl tetrafluoroborates with hetero-substituents in the three-membered ring, viz., ethoxy, trityloxy, ferrocenyl(phenyl)methoxy, N,N-diethylamino, piperidino, and morpholino, is described. The spatial structure of diferrocenyl(morpholino)cyclo-propenyl tetrafluoroborate was established based on the data from X-ray diffraction analysis. Under the action of potassium tert-butoxide, all the diferrocenylcyclopropenyl tetrafluoroborates undergo three-membered ring-opening with formation of the corresponding 2,3-diferrocenylacrylic acid derivatives. Synthesis of diferrocenylcyclopropenyl tetrafluoroborates with hetero-substituents in the three-membered ring, viz., ethoxy, trityloxy, ferrocenyl(phenyl)methoxy, N,N-diethylamino, piperidino, and morpholino, is described. The spatial structure of diferrocenyl(morpholino)cyclopropenyl tetrafluoroborate was established based on the data from X-ray diffraction analysis. Under the action of potassium tert-butoxide, all the diferrocenylcyclopropenyl tetrafluoroborates undergo three-membered ring-opening with formation of the corresponding 2,3-diferrocenylacrylic acid derivatives. A mechanism of the ring-opening is suggested.