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Intramolecular Michael addition as a method for preparation of [m][5]ferrocenophanes. I. Synthesis of [5](1,1')[5](3,4')ferrocenophane-1,5-dione

P. Elečko and E. Solčániová

Department of Organic Chemistry, Faculty of Natural Sciences, Komenský University, 816 31 Bratislava

 

Abstract: Acetylation of [5]ferrocenophane afforded the isomeric diacetyl[5]ferrocenophanes. The basically catalyzed reaction of 4-chlorobenzaldehyde or benzaldehyde with 3,4'-diacetyl[5]ferrocenophane (I) afforded, in addn. to condensation products, also derivs. of [5](1,1')[5](3,4')ferrocenophane-1,5-dione (e.g. II). The basically catalyzed cyclization of 3-acetyl-4'-(4-chlorocinnamoyl)[5]ferrocenophane furnished a doubly bridged deriv. of ferrocene.

Full paper in Portable Document Format: 353a397.pdf

 

Chemical Papers 35 (3) 397–405 (1981)

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