Wan-yi Liu

Solvent-free synthesis of ferrocenylethene derivatives

Abstract Herein, we report a fast, mild, efficient and simple Wittig reaction in a dry state to get ferrocenylethene derivatives. The Z and E isomers can be separated by chromatography and many isomers are characterized for the first time.

Bromination of ferrocene chalcone derivatives mediated by β-cyclodextrin

Abstract Bromination of the inclusion complex of trans -ferrocenylchalcone derivatives with β-cyclodextrin was studied. In the absence of β-cyclodextrin, the analogous ferrocenylchalcone does not undergo bromination at room temperature, but its inclusion complex in β-cyclodextrin brominates smoothly and gives the erythro -dibromide derivatives. This complexation does not induce any variation in the bromination pattern and the ferrocenyl moiety is not attacked in the reaction. These observations have been accounted for in terms of guest–host interaction patterns. The formation of complex and dibromination product has been confirmed by elemental analyses, IR, 1 H-NMR, 13 C-NMR, UV–Vis and electrochemical methods.

Preparation of 1,5-diketone derivatives containing ferrocenyl by Michael reaction under solvent-free condition

Abstract This work describes a fast, mild, convenient and simple method for preparing 1,5-diketones by Michael reaction under solvent-free condition. Fourteen new 1,5-diketone compounds containing ferrocenyl were synthesized. The product 1f is discussed from its 1 H-NMR spectrum.

SOLID-PHASE SYNTHESIS OF FERROCENYLCHALKONE

ABSTRACT A convenient and rapid aldol condensation between acylferrocene and ketone or aldehyde is performed in excellent yield in presence of solid NaOH under mild and solvent-free ‘dry’ conditions.

Preparation of ferrocenyl mono- and dienone derivatives through aldol condensation of 1,1′-diacetylferrocene with aromatic aldehydes in dry conditions

Abstract 1,1′-Diacetylferrocene was condensed with aromatic aldehydes without solvent in the presence of solid NaOH. Diacetylferrocene can give good yields of mono- or diene with either one or two molecules of a wide range of aldehydes depending only on the stoichiometry. Cyclization to ferrocenphane does not occur in this condition.

MICROWAVE-ASSISTED SYNTHESIS OF SUBSTITUTED CYCLOPROPYL, FERROCENYL KETONES BY A SULFUR YLIDE REACTION UNDER SOLID-STATE CONDITIONS

Ferrocene derivatives are of considerable interest because of their possible biological activities.’ A few substituted cyclopropyl ferrocenyl ketones have been described and they were synthesized by a sulfur ylide reaction in solution? This method has limitations such as harsh reaction conditions, liberation of 5, long reaction time and tedious work-up. Toda has reported a simple method for synthesizing some cyclopropyl ketones in the absence of solvent at room temperature? but chalconecontaining ferrocenes have not yet been investigated. To seek a simple, efficient procedure for the synthesis of substituted cyclopropyl ferrocenyl ketones, we applied the reported method’ to ferrocene derivatives and found that the reactions do not take place at room temperature. Further, substituted cyclopropyl ferrocenyl ketones can be obtained in only moderate yields at elevated temperature (2 75”); the high temperature leads to the formation of many by-products. Hence, there is a need for a rapid and efficient general method for synthesizing cyclopropyl ferrocenyl ketones. In recent years, considerable interest has arisen in microwave-induced reactions in organic ~ynthesis.~-~ In view of the potential uses of cyclopropyl ferrocenyl ketones’ and substantial reduction in reaction times using microwave (MW), we now report a novel procedure involving MW for the synthesis of cyclopropyl ferrocenyl ketones as shown in the Scheme.

AN IMPROVED METHOD FOR THE ESTERIFICATION OF AROMATIC ACIDS WITH ETHANOL AND METHANOL

A mixed catalyst Fe2(SO4)3· xH2O/concentrated H2SO4 has been used to catalyze the esterification of aromatic acids with ethanol and methanol. This catalyst system is found to be effective for the rapid reactions and the esterification yields are excellent.

The structure dependent electrochemical-response of novel 1-(4-mercaptobutyl)-4-(2-ferrocenylvinyl)pyridinium bromide SAMs on an Au electrode

The 1-(4-mercaptobutyl)-4-(2-ferrocenylvinyl)pyridinium bromide (1-HS(CH2)(4)-4-[(E)-FcCH=CH]C5H4N)+Br- and its hydrogenated product [1-HS(CH2)(4)-4-(-FcCH2CH2)C5H4N]+Br- were synthesized and assembled on an Au electrode to form self-assembled monolayers which showed a structure-dependent electrochemical-response in phosphate buffer aqueous solutions (pH = 7).