84-54-8Relevant articles and documents
Photoinduced electron transfer between 2-methylanthraquinone and triethylamine in an ionic liquid: Time-resolved EPR and transient absorption spectroscopy study
Zhu, Guanglai,Wang, Yu,Fu, Haiying,Xu, Xinsheng,Cui, Zhifeng,Ji, Xuehan,Wu, Guozhong
, p. 148 - 153 (2015)
Photoinduced electron transfer between 2-methylanthraquinone (MeAQ) and triethylamine (TEA) in a room-temperature ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]), was investigated by comparing the time-resolved electron paramagnetic resonance (TR-EPR) spectroscopy and the transient absorption spectroscopy. The results of TR-EPR spectroscopy, in which MeAQ was 8 mmol L-1and TEA was 150 mmol L-1, indicated that the transient radical would exist longer time in [bmim][PF6] than in acetonitrile. At the delay time of 8 μs after laser excitation, the TR-EPR signal transformed from an emissive peak into an absorptive peak when the experiment was performed in [bmim][PF6]. The results of the transient absorption spectroscopy, in which MeAQ was 0.1 mmol L-1and TEA was 2.2 mmol L-1, showed that the efficiency and the rate of the photoinduced electron transfer reaction in [bmim][PF6] were obviously lower than that in acetonitrile. It was concluded that various factors, such as concentration, viscosity and local structural transformation of the solution, have an influence on the process of photoinduced electron transfer in [bmim][PF6].
Electroreductive Cleavage of Substituted 9,10-Anthraquinones in 50percent Aqueous THF Buffers: A pH-Dependent Process
Blankespoor, Ronald L.,Hsung, Richard,Schutt, David L.
, p. 3032 - 3035 (1988)
A variety of substituted 9,10-anthraquinones with acetate leaving groups (4a-7a) were reduced at a glassy carbon electrode in 50percent aqueous THF prepared from aqueous buffers at pH 6, 7, and 8.Cyclic voltammograms of these compounds exhibited a single reduction wave with Ep values of -450 to -530 mV (vs Ag/AgCl/0.10 M Cl-) at pH 7.Ep shifted to more negative values with increasing pH (45-50 mV/pH unit) consistent with a 2e-/2H+ reduction process which converts 4a-7a to their corresponding anthrahydroquinones.Constant potential reduction of acetates 4a-7a at -800 mV at pH 6 or 7 gave n values of 2.2-2.4.Air oxidation of the catholytes, a procedure that converts anthrahydroquinones to anthraquinones, led to a 56-89percent recovery of the acetates and 7-32percent yields of the reductive cleavage products 4b-7b.In contrast, electroreduction of 4a-7a at pH 8 gave much higher yields (50-73percent) of 4b-7b with n values of 3.5-3.8.This pH-dependent process suggests that 4a-7a cleave much slower via their intermediate anthrahydroquinones than the conjugate bases of their anthrahydroquinones, which are present in relatively high concentration at higher pH.NaOH titration curves of the anthrahydroquinones of 5a and 5b support this mechanistic picture.
Friedel - gram acylating reaction method based on phthalic anhydride and aromatic alkyl compound
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, (2021/09/08)
A part of a substituted alkylbenzene is used as a solvent and a reaction raw material for - gram acylating reaction, a part of a substituted alkylbenzene is dissolved in a reaction raw material phthalic anhydride and a chloroaluminate ionic liquid catalyst, and a residual part of a substituted alkylbenzene is added dropwise - to obtain - (2 - 4' - alkylbenzoyl) benzoic acid intermediate. 2 -position positioning selectivity of the method is higher, and the reaction production cost is low.
Cathodic electroorganic reaction on silicon oxide dielectric electrode
Shin, Samuel J.,Park, Sangmee,Lee, Jin-Young,Lee, Jae Gyeong,Yun, Jeongse,Hwang, Dae-Woong,Chung, Taek Dong
, p. 32939 - 32946 (2021/02/05)
The faradaic reaction at the insulator is counterintuitive. For this reason, electroorganic reactions at the dielectric layer have been scarcely investigated despite their interesting aspects and opportunities. In particular, the cathodic reaction at a silicon oxide surface under a negative potential bias remains unexplored. In this study, we utilize defective 200-nm-thick n+-Si/SiO2 as a dielectric electrode for electrolysis in an H-type divided cell to demonstrate the cathodic electroorganic reaction of anthracene and its derivatives. Intriguingly, the oxidized products are generated at the cathode. The experiments under various conditions provide consistent evidence supporting that the electrochemically generated hydrogen species, supposedly the hydrogen atom, is responsible for this phenomenon. The electrogenerated hydrogen species at the dielectric layer suggests a synthetic strategy for organic molecules.