- Synthesis and study of electrochemical behavior of new 4-ferrocenylbutylamine derivatives
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Ferrocene derivatives play important roles in the fields of biological, material and synthetic chemistries. Some 4-ferrocenylbutylamine derivatives were synthesized by the nucleophilic-substitution reactions of 4-bromobutylferrocene with various aliphatic
- Payami, Elmira,Abbasi, Hassan,Yazdchi, Elaheh S.,Safa, Kazem D.,Teimuri-Mofrad, Reza
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- 2-[(4-Aminobutyl)ferrocenylmethylidene]-5,6-dimethoxy-1-indanone derivatives: Synthesis, characterization, and investigation of electro-optical properties
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A ferrocenyl-based, chromophore-containing 1-indanone derivative was synthesized through crotonic condensation between 4-chlorobutylferrocenecarboxaldehyde and 5,6-dimethoxy-1-indanone followed by the nucleophilic substitution of chlorine atom of the obtained dyad with different aromatic and aliphatic amines. The electrochemical and optical properties of the synthesized compounds were investigated to explore the relationship between their structures and optical and electrochemical properties. The bandgaps determined from optical absorption spectra ranged from 2.05 to 2.15 eV. The important electrochemical parameters, including the peak potential separation, peak current ratios, and the dependence of peak currents on the scan rate, were studied. Results showed an electrochemically reversible redox system with diffusion-controlled redox process for the synthesized compounds. The study of quantum chemistry was performed on the synthesized compounds using the density functional theory approach. The B3LYP method and 6-311 G(d) basis set were used for optimizing the structures in the gas phase. The theoretical and experimental results show that these compounds can be considered as candidates to be used in optical applications.
- Rahimpour, Keshvar,Shafagh-Azar, Ali,Abbasi, Hassan,Mohammad-Gholizadeh, Amir,Hezarkhani, Zeinab,Teimuri-Mofrad, Reza
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- Derivatization of valproic acid using ferrocene derivatives: Synthesis, characterization and investigation of optical and electrochemical properties
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New ferrocenyl-based valproic acid (VPA) ester derivatives were designed and synthesized according to the reaction of appropriate haloalkylferrocene derivatives with VPA in the presence of K2CO3 and a catalytic amount of 18-crown-6 ether. Elemental analyses and Fourier transform infrared, 1H NMR, 13C NMR and mass spectra all well confirmed the predicted molecular structure. This is the first report in which ferrocene has been applied in derivatization of VPA as a chromogenic group. The electrochemical properties of the synthesized compounds were studied using cyclic voltammetry measurements, and energies of the frontier molecular orbitals were determined. In addition, the solubilities of the final compounds were studied in distilled water, phosphate buffer (pH?=?7.4) and 0.9% (w/v) NaCl solution.
- Rahimpour, Keshvar,Jouyban, Abolghasem,Teimuri-Mofrad, Reza
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- Synthesis and application of novel 1,2,3-triazolylferrocene-containing ionic liquid supported on Fe3O4 nanocatalyst in the synthesis of new pyran-substituted Betti bases
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A novel magnetic ferrocene-labelled ionic liquid based on triazolium, [Fe3O4@SiO2@Triazol-Fc][HCO3], has been synthesized and has been successfully introduced as a recyclable heterogeneous nanocatalyst. The cata
- Gholamhosseini-Nazari, Mahdi,Esmati, Somayeh,Safa, Kazem D.,Khataee, Alireza,Teimuri-Mofrad, Reza
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- Highly efficient reduction of ferrocenyl aldehyde and ketones in ionic liquids
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For the first time ferrocenyl aldehyde and ketones were effectively reduced to alkylferrocene using sodium borohydride and aluminum chloride in an ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIm]BF4). Mild reaction conditions,
- Zhang, Hongyan,Bian, Zhanxi
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- Synthesis of ferrocene-based esters by alkylation of carboxylate ions and investigation of their electrochemical and optical behaviors
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The synthesis of new ferrocene-based esters has been studied with the alkylation of a variety of carboxylic acids with potassium carbonate as a base. The effect of various ferrocenyl-based alkyl halides has been examined and proclaimed that 4-iodobutylferrocene is the most useful initial reagent for synthesizing novel ferrocene-based esters. Dimethyl sulfoxide (DMSO) has been used as the solvent at room temperature without catalysts with acceptable reaction yields in the optimized procedure. Cyclic voltammetry (CV) has been performed as the first method to exhibit the potential application of the synthesized esters in electrochemical approaches. The CV results confirm the satisfying reversible electrochemical behavior of 4-ferrocenylbutyl phenylacetate (7h). Additionally, the optical behavior of the synthesized solvatochromic esters has been investigated in acetonitrile utilizing spectrophotometric measurements. The optical studies manifest potential for optical uses, such as photosensor applications.
- Jamali, Hajar,Teimuri-Mofrad, Reza
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- Synthesis of new binuclear ferrocenyl compounds by hydrosilylation reactions
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Ferrocenyl silanes are prepared by treatment of Grignard reagents produced from 4-chlorobutylferrocene derivatives and chlorodimethylsilane in THF. Butenylferrocenes are prepared by the elimination reaction of 4-chlorobutylalkylferrocenes by sodium tert-butoxide in DMSO. A hydrosilylation reaction between a butenyl compound and ferrocenylsilane occurred in dry toluene at room temperature in the presence of the Karstedt catalyst to produce the desired binuclear ferrocenyl compound in good to high yields. The electrochemical behavior of new ferrocenyl compounds were studied by cyclic voltammetry in CH3CN/0.1?M LiClO4, and the relation between the peak currents and the square root of the scan rate, showed that the redox process is diffusion-limited.
- Teimuri-Mofrad, Reza,Mirzaei, Farzaneh,Abbasi, Hassan,D. Safa, Kazem
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p. 197 - 205
(2017/01/24)
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- Synthesis, characterization and electrochemical properties of novel trinuclear ferrocenyl based organosilane compounds
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Some trinuclear ferrocenyl based organosilane compounds were synthesized by hydrosilylation reaction of [4-(ethylferrocenyl)butyl]dimethylsilane and (4-ferrocenylbutyl)dimethylsilane with bisalkenylferrocene derivatives, in the presence of the Karstedt catalyst at room temperature. In addition a simple method for the preparation of 1,1′-bis(3-butenyl)alkylferrocenes from 1,1′-bis(4-chlorobutyl)alkylferrocenes under mild conditions was developed. 1H and 13C NMR, FT-IR, GC-MS, CHN analysis, atomic absorbtion spectroscopy supported the predicted structure of the products. The electrochemical behavior of synthesized compounds was studied by cyclic voltammetry in CH3CN/0.1 M LiClO4 utilizing a glasse carbon working electrode. The relationship between the peak currents and the square root of the scan rate, showed that the redox process is diffusion limited.
- Teimuri-Mofrad, Reza,Safa, Kazem D.,Rahimpour, Keshvar
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- [Tris(alkoxydimethylsilyl)methyl]alkylferrocenes as new ferrocenyl multifunctional silyl ethers
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[Tris(trimethylsilyl)methyl]alkylferrocenes and [tris(dimethylsilyl)methyl] alkylferrocenes were synthesized by treatment of tris(trimethylsilyl) methyllithium and tris(dimethylsilyl)methyllithium in THF with 3-bromopropylferrocene or 4-bromobutylferrocen
- Safa, Kazem D.,Abbasi, Hassan,Teimuri-Mofrad, Reza,Charandabi, Farzaneh A.
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p. 784 - 789
(2014/06/09)
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- Synthesis of novel ferrocenyl silyl ethers via dehydrocoupling reactions under Karstedt catalyst
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Abstract (4-Ferrocenylbutyl)dimethylsilane is prepared by a Grignard reaction from 4-chlorobutylferrocene and chlorodimethylsilane in THF. The Si-H group reacts with primary and secondary alcohols at room temperature to give good yields of (4-ferrocenylbutyl)dimethylsilyl ethers with Karstedt catalyst in THF. Ferrocenyl groups in pendant side chain are attached to cellulose acetate butyrate via alcoholysis at room temperature with Karstedt catalyst.
- Safa, Kazem D.,Abbasi, Hassan,Teimuri-Mofrad, Reza
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- PROCESS FOR THE SYNTHESIS OF 4-(DIMETHYLSILYL) BUTYLFERROCENE
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The invention provides for a process for the preparation of a silylferrocene compound, comprising the steps of treating ferrocene with a 4-chloroalkyryl chloride in the presence of an lewis acid catalyst and an organic solvent to obtain the acylated product, reducing the acylated product to obtain the 4-chloralkylferrocene, treating the 4-chloroalkylferroce with a metal under Grignard reaction conditions to form its corresponding Grignard intermediate compound; and reacting with chloroalkylsilane in-situ to give the silylferrocene compound. The silylferrocene compound 4-(dimethylsilyl)butylferrocene can be prepared by the process of the invention.
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Page/Page column 4
(2012/08/28)
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- PROCESS FOR THE SYNTHESIS OF SILYLFERROCENE COMPOUNDS
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The invention provides for a process for the preparation of a silylferrocene compound, comprising the steps of treating ferrocene with a 4-chloroalkyryl chloride in the presence of an lewis acid catalyst and an organic solvent to obtain the acylated product, reducing the acylated product to obtain the 4- chloralkylferrocene, treating the 4-chloroalkylferroce with a metal under Grignard reaction conditions to form its corresponding Grignard intermediate compound; and reacting with chloroalkylsilane in-situ to give the silylferrocene compound. The silylferrocene compound 4-(dimethylsilyl)butylferrocene can be prepared by the process of the invention.
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Page/Page column 12-13
(2011/05/06)
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