An investigation of the chemistry of ferrocenoyl derivatives. The synthesis and reactions of ferrocenoyl imidazolide and its derivatives

Synthesis of ferrocenoate esters, amides and other ferrocenoyl derivatives using ferrocenoyl fluoride. A comparison of the reactions of ferrocenoyl fluoride in [bmim][BF4] with the microwave-promoted solvent-free reactions of ferrocenoyl fluoride

“…108-109°C, lit. 108-109°C [28]; IR (KBr/ cm À1 ) 2950, 1664, 1614, 1438, 1239 Nitrogen was blown over the reaction before it was sealed and the reaction was then stirred at room temperature for 16 h. Stirring was stopped and the mixture was then extracted with diethyl ether (9 · 5 cm 3 ). The ether extracts were combined, washed with water and dried over anhydrous sodium sulfate.…”

“…Recently, Galow et al [27] showed that ferrocenoyl fluoride (1) reacts with alcohols and amines in CH 2 Cl 2 or THF to provide exceptionally high yields of esters and amides, respectively. Alternatively, Imrie et al [28] have used ferrocenoyl imidazolide (2) as a useful source of the ferrocenoyl group. The work described in this paper discusses the reactions of 1 firstly in the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate [29] secondly under solvent-free conditions [30].…”

Preparation, characterization and biological studies of some novel ferrocenyl compounds

“…20 Preparation of ferrocenyl derivatives depends mainly on two common methods. The first method is the Friedel-Crafts acylation of ferrocene with acid halides in the presence of aluminium trichloride as catalyst, 21,22 and the second is the reaction of ferrocenoyl chloride with nucleophilic reagents. 23 The Friedel-Crafts acylation was one of the first well-documented reactions in ferrocene chemistry and also one of the first to implicate the aromatic behaviour of the ferrocene molecule.…”

“…23 The Friedel-Crafts acylation was one of the first well-documented reactions in ferrocene chemistry and also one of the first to implicate the aromatic behaviour of the ferrocene molecule. 21 The use of ferrocenoyl chloride is widespread but it presents some drawbacks. Firstly, ferrocenoyl chloride is moisture-sensitive and should be used immediately after preparation; it also exhibits thermal and photochemical instability.…”

2,3,4,7-Tetrahydro-1H-inden-2-ol: synthesis, molecular structure and coordination chemistry

“…A wide variety of methods for the synthesis of ferrocenoyl ester derivatives are found in the literature, among them reaction of FeCl 2 with cyclopentadienyl ester derivatives [1], condensation of chlorocarbonylferrocene with hydroxo derivatives [2], oxazoline ringopening reaction of ferrocenoyloxazole derivatives [3], reaction of ferrocene carboxylic acid with diazomethane [4], reaction of ferrocenoyl imidazolide with hydroxo derivatives [5], haloferrocene with acids [6], reaction of ferrocene carboxylic acid with hydroxo derivatives [7], and reaction of 2-(N,N-dimethylaminoethylferrocene)carboxylic acid with sodium bicarbonate and methyl iodide [8].…”