6318-84-9Relevant academic research and scientific papers
Synthesis, redox properties, and electronic coupling in the diferrocene aza-dipyrromethene and azaBODIPY donor-acceptor dyad with direct ferrocene-α-pyrrole bond
Ziegler, Christopher J.,Chanawanno, Kullapa,Hasheminsasab, Abed,Zatsikha, Yuriy V.,Maligaspe, Eranda,Nemykin, Victor N.
, p. 4751 - 4755 (2014)
3,3′-Diferrocenylazadipyrromethene (3) and corresponding difluoroboryl (azaBODIPY) complex (4) were synthesized in several steps from ferrocenecarbaldehyde, following the well-explored chalcone-type synthetic approach. The novel diiron complexes, in which ferrocene groups are directly connected to the α-pyrrolic positions were characterized by a variety of spectroscopic techniques, electrochemistry, spectroelectrochemistry, and X-ray crystallography, while their electronic structure, redox properties, and UV-vis spectra were correlated with the density functional theory (DFT) and time-dependent DFT calculations.
Synthesis of Ferrocenyl-Substituted 3-Cyano-2-methylpyridines
Shibata, Katsuyoshi,Katsuyama, Isamu,Matsui, Masaki,Muramatsu, Hiroshige
, p. 3710 - 3712 (1990)
Ferrocenyl-substituted 3-cyano-2-methylpyridines were easily prepared by the sonication of α,β-unsaturated carbonyl compounds substituted by ferrocenes in acetonitrile in the presence of potassium t-butoxide.
Donor acceptor type ferrocene substituted aza-BODIPYs: Synthesis, optical and electrochemical studies
Balsukuri, Naresh,Mori, Shigeki,Gupta, Iti
, p. 719 - 729 (2016)
Two ferrocene substituted aza-BODIPYs and their corresponding aza-dipyrrins were synthesized and studied. All the compounds were characterized by HRMS, NMR, IR, absorption spectroscopy and cyclic voltammetry techniques. Absorption spectra indicated intram
Ferrocene- and ruthenocene-containing chalcones: A spectroscopic and electrochemical study
Erasmus, Elizabeth
, p. 95 - 101 (2011)
Chalcones of the type Mc-CO-CHCH-Ph, Ph-CO-CHCH-Mc and Mc-CO-CHCH-Mc with Mc = Fc = ferrocenyl or Rc = ruthenocenyl, and Ph = phenyl were synthesized. Synthesis was achieved by base catalyzed Claisen-Schmidt condensation of the appropriated acetyl and aldehyde in ethanol. Cyclic voltammetry in CH 3CN in the presence of 0.1 mol dm-3 [N(Bu) 4][PF6] revealed chemical and electrochemical reversible behaviour for the Fc/Fc+ couple and irreversible electrochemistry for the two electron Rc/Rc2+ couple. The potential ranges for the Fc/Fc+ couple varied in the range 138 ≤ E°′ ≤ 302 mV while Epa for Rc/Rc2+ couple was between 358 and 510 mV vs. FcH/FcH+, the internal standard. Chalcones with the carbonyl group adjacent to the metallocene, are more difficult to oxidize.
Sequential Catalytic Functionalization of Aryltriazenyl Aldehydes for the Synthesis of Complex Benzenes
Seo, Sangwon,Gao, Ming,Paffenholz, Eva,Willis, Michael C.
, p. 6091 - 6098 (2021/05/29)
We demonstrate that aryltriazenes can promote three distinctive types of C-H functionalization reactions, allowing the preparation of complex benzene molecules with diverse substitution patterns. 2-Triazenylbenzaldehydes are shown to be efficient substrates for Rh(I)-catalyzed intermolecular alkyne hydroacylation reactions. The resulting triazene-substituted ketone products can then undergo either a Rh(III)-catalyzed C-H activation, or an electrophilic aromatic substitution reaction, achieving multifunctionalization of the benzene core. Subsequent triazene derivatization provides traceless products.
Reaction condition controlled nickel(ii)-catalyzed C-C cross-coupling of alcohols
Zhang, Meng-Juan,Li, Hong-Xi,Young, David J.,Li, Hai-Yan,Lang, Jian-Ping
supporting information, p. 3567 - 3574 (2019/04/14)
The challenge in the C-C cross-coupling of secondary and primary alcohols using acceptorless dehydrogenation coupling (ADC) is the difficulty in accurately controlling product selectivities. Herein, we report a controlled approach to a diverse range of β-alkylated secondary alcohols, α-alkylated ketones and α,β-unsaturated ketones using the ADC methodology employing a Ni(ii) 4,6-dimethylpyrimidine-2-thiolate cluster catalyst under different reaction conditions. This catalyst could tolerate a wide range of substrates and exhibited a high activity for the annulation reaction of secondary alcohols with 2-aminobenzyl alcohols to yield quinolines. This work is an example of precise chemoselectivity control by careful choice of reaction conditions.
Directly Attached Bisdonor-BF2 Chelated Azadipyrromethene-Fullerene Tetrads for Promoting Ground and Excited State Charge Transfer
Collini, Melissa A.,Thomas, Michael B.,Bandi, Venugopal,Karr, Paul A.,D'Souza, Francis
, p. 4450 - 4461 (2017/04/03)
The efficiency and mechanism of electron- and energy-transfer events occurring in both natural and synthetic donor–acceptor systems depend on their distance, relative orientation, and the nature of the surrounding media. Fundamental knowledge gained from model studies is key to building efficient energy harvesting and optoelectronic devices. Faster charge separation and slower charge recombination in donor–acceptor systems is often sought out. In our continued effort to build donor–acceptor systems using near-IR sensitizers, in the present study, we report ground and excited-state charge transfer in newly synthesized, directly linked tetrads featuring bisdonor (donor=phenothiazine and ferrocene), BF2-chelated azadipyrromethane (azaBODIPY) and C60 entities. The tetrads synthesized using multi-step synthetic procedure revealed strong charge-transfer interactions in the ground state involving the donor and azaBODIPY entities. The near-IR emitting azaBODIPY acted as a photosensitizing electron acceptor along with fullerene whereas the phenothiazine and ferrocene entities acted as electron donors. The triads (bisdonor–azaBODIPY) and tetrads revealed ultrafast photoinduced charge separation leading to D.+–azaBODIPY.?–C60 and D.+–azaBODIPY–C60.? (D=phenothiazine or ferrocene) charge separated states from the femtosecond transient absorption spectral studies in both polar and nonpolar solvent media. The charge-separated states populated the triplet excited state of azaBODIPY prior returning to the ground state.
Ferrocenyl containing oxadiazoline and preparation method therefor
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Paragraph 0034, (2017/08/28)
The invention provides ferrocenyl containing oxadiazoline and a preparation method therefor. The method comprises the steps of adding A mol of ferrocenyl semicarbazide Schiff base and B mL of glacial acetic acid into a dried three-mouthed flask with a reflux condenser pipe, adding manganese dioxide in the three-mouthed flask as a catalyst, carrying out a reflux reaction until the reaction is complete, carrying out suction filtration to remove the catalyst after the reaction ends, cooling the filtrate to room temperature, carrying out standing, then, carrying out suction filtration again, and drying filter cakes of secondary suction filtration, thereby obtaining needle-like crystals, i.e., the ferrocenyl containing oxadiazoline, wherein the ratio of A to B is 1: (60 to 100). According to the ferrocenyl containing oxadiazoline and the preparation method therefor, the operation is simple, the reaction time is short, the reaction conditions are mild, the equipment requirements are low, the aftertreatment is simple, and meanwhile, the catalyst is cheap and readily available. A series of brand-new-structured ferrocenyl containing oxadiazoline heterocyclic compounds are prepared by the method, so that more choices are provided for looking for the compounds with bioactivity, and a beneficial help is provided for the development and application of the compounds.
Synthesis, characterization, antiamoebic activity and toxicity of ferrocenyl chalcones
Mukhtar, Sayeed,Manasreh, Waleed Atef,Parveen, Humaira,Azam, Amir
, p. 8407 - 8412 (2015/12/31)
Two series of ferrocenyl chalcones were synthesized and evaluated for in vitro antiamoebic activity against HM1:IMSS strain of Entamoeba histolytica. The results showed that compounds of series B having ferrocene ring adjacent to carbonyl linkage were generally more active than compounds of series A. Compounds having unsubstituted phenyl ring, methoxy substitution, thiomethyl group, chloro group and nitro group, exhibited better antiamoebic activity than the reference drug metronidazole. The toxicological studies of these compounds on human kidney epithelial cell line showed that all compounds were non-toxic. The compound 1-ferrocenyl-3-(4-nitrophenyl)-2-propen-1- one (18) was found most active and least toxic among all compounds.
Electrochemical method in determination of antioxidative activity using ferrocene derivatives as examples
Tyurin,Meleshonkova,Dolganov,Glukhova,Milaeva
, p. 647 - 655 (2012/02/06)
Electrochemical method for the evaluation of antioxidative activity of compounds based on their reaction with the stable radical, 2,2-diphenyl-1- picrylhydrazyl, was suggested with monitoring of the reaction by cyclic voltammetry (CVA). Antioxidative prop
