Collect. Czech. Chem. Commun.
2006, 71, 190-196
https://doi.org/10.1135/cccc20060190
Synthesis of 1-Alkanoyl-1'-(trifluoroacetyl)ferrocenes
Marie Sobocikováa, Petr Štěpničkab, Daniele Ramellaa and Martin Kotorac,a,*
a Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University, Hlavova 8, 128 43 Prague 2, Czech Republic
b Department of Inorganic Chemistry, Faculty of Science, Charles University, Hlavova 8, 128 43 Prague 2, Czech Republic
c Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic
Abstract
Synthesis of the first representatives of mixed acyl(perfluoroacyl)ferrocenes, 1-acetyl-1'-(trifluoroacetyl)ferrocene (3a) and 1-propionyl-1'-(trifluoroacetyl)ferrocene (3b), by stepwise Friedel-Crafts acylation is described. A comparison of redox potentials of acetylferrocene, (trifluoroacetyl)ferrocene, and 3a as determined by cyclic voltammetry shows that the substitution effect is not purely additive.
Keywords: Ferrocenes; Metallocenes; Fluorous ferrocenes; Acylation; Trifluoroacetylation; Electrochemistry; Sandwich complexes; Electrophilic substitution.
References: 27 live references.
