Experimental and computational studies of novel ferrocene–pyranylidene dyads: Synthesis, characterization and electrochemical and linear optical properties

Abstract

A series of mono-condensed ferrocene-pyranylidene dyads in the form of donor-spacer-acceptor hybrid have been synthesized and characterized using 1 H NMR, 13 C NMR, Fourier transform infrared and mass spectroscopies and CHN analysis. The electrochemical and photochemical properties of these compounds were studied using UV-visible spectroscopy and cyclic voltammetry. A quantum chemistry study of the synthesized compounds was performed with the density functional theory approach. The studies show that the band gap of this class of compounds can be tuned by changing the acceptor group or the length of the conjugate spacer. Considering all the results obtained, ferrocene has a good performance, as good as or even better than that of bulky aryl amines as donor groups in these systems.

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

“…Fe 3 O 4 @SiO 2 -propylchloride was prepared according to reported procedures. [46,47] Then, to a mixture of Fe 3 O 4 @SiO 2 (CH 2 ) 3 Cl (1.0 g) in 10 ml of toluene, (1-(4ferrocenylbutyl)-1H-1,2,3-triazol-4-yl)methanol (1.0 g) was added and the reaction mixture was heated at 80°C for 72 h. Then, the residue was filtered and washed with toluene (3 × 20 ml), MeOH (3 × 20 ml) and CH 2 An amount of 0.2 g of sodium bicarbonate was dissolved in acetone-water (3:1, 40 ml) followed by the addition of [Fe 3 O 4 @SiO 2 @Triazol-Fc][Cl] nanoparticles (0.2 g) and the reaction mixture was placed in an ultrasonic bath for 15 min. Then, the suspension was stirred using a mechanical stirrer for 24 h at room temperature.…”

“…In continuation of our recent studies on the modification and development of multicomponent reactions, [43,44] and the design and synthesis of ferrocene-containing magnetic nanocatalysts [45][46][47][48] and Betti bases, [49][50][51][52][53] [46,47] Then, cycloaddition reaction of 4-chlorobutylferrocene, propargyl alcohol and sodium azide afforded (1-(4-ferrocenylbutyl)-1H-1,2,3-triazol-4-yl) methanol. Then the reaction of The absorption peaks at about 1079 cm −1 for all Fe 3 O 4 @SiO 2 core-shell magnetic nanoparticles are related to the asymmetric stretching vibrations of Si&bond;O&bond;Si.…”

Derivatization of valproic acid using ferrocene derivatives: Synthesis, characterization and investigation of optical and electrochemical properties

“…where E ox is the onset potential of oxidation in CV curves and E ferrocene is the onset potential of ferrocene oxidation versus Ag/AgCl (E ferrocene = 0.27 in acetonitrile). Lowest unoccupied molecular orbital (LUMO) energy levels were obtained using equation (8): [19]…”

“…[11][12][13] Ferrocene derivatives with high optical absorptivity, good thermal and photochemical stability, ease of functionalization and favourable electrochemical properties have found many practical applications in materials science including catalysts, [14] medicines, [15] sensors, [16] aerospace [17] and electroactive materials. [18] Based on our previous works on linear and nonlinear optical properties of ferrocenyl compounds, [19][20][21][22][23] we decided to use the potential usefulness of highly UVsensitive ferrocene derivatives for a simple and convenient derivatization and determination of VPA.…”

2‐[(4‐Aminobutyl)ferrocenylmethylidene]‐5,6‐dimethoxy‐1‐indanone derivatives: Synthesis, characterization, and investigation of electro‐optical properties

“…[42][43][44] We previously mentioned some articles that focused on the investigation of electrochemical and optical properties of ferrocenyl derivatives. [45][46][47][48][49][50][51][52] Because of the interesting properties of Fc as the optically and electrochemically active moiety and because of the prominent property of 2,3-dihydro-5,6-dimethoxy-1-indanone in organic synthesis, here we report the preparation of a new ferrocenyl aldehyde bearing a 4-chlorobutyl side chain. The synthesized aldehyde was used in the preparation of ferrocenyl derivatives of 2,3-dihydro-5,6-dimethoxy-1-indanone through crossed aldol condensation reaction followed by dehydration of aldol intermediate of the reaction (crotonic condensation).…”