Journal ArticleDOI
Polarographic Properties and Electrochemical Reduction of 1,2‐Dimethyl‐3‐indolyl Heteroaryl Ketones
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In this article, the reduction of a series of 1,2-dimethyl-3-indolyl heteroaryl ketones in aprotic and protic solution is described by means of DC.Abstract:
Summary The reduction of a series of 1,2-dimethyl-3-indolyl heteroaryl ketones, where the heteroaryl components are 2-benzoxazolyl, 2-benzothiazolyl, 1-methyl-2-benz- imidazolyl, 4- and 2-pyridyl, in aprotic and protic solution are described by means of DC. and AC. polarography, cyclic voltammetry and coulometry. In acetonitrile a two-step reduction mechanism with a reversible first and an irre- versible second one-electron transfer has been observed, confirmed by AC.-polaro- graphic and cyclovoltammetric measurements. The reduction potentials, between - 1.377 and - 1.787 V for the first step, and between - 1.937 and -2.250 V (vs. Ag/AgCl) for the second, could not be correlated with the LUMO energies from HMO calculations which was explained as being due to a distorted configuration of the n systems. In protic media (ethanol/water) reduction occurs in an irreversible one-step mechanism. Measurements of the pH dependence of the half-wave potential in the pH* range 0- 12 and the evaluated transfer coefficients show that the reduction step represents the transfer of two electrons and two protons yielding secondary alcohols and no dimerization products under any condition. These findings are supported by coulometric and macroscale electrolysis of the ketones; the products isolated were characterized by IR. and 'H-NMR. data.read more
Citations
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Journal ArticleDOI
Realization of an Asymmetric Non-Aqueous Redox Flow Battery through Molecular Design to Minimize Active Species Crossover and Decomposition
TL;DR: A mechanism-based approach to organic electrolytes for non-aqueous redox flow batteries with a novel anolyte/catholyte pair that can be cycled in an AEM-separated asymmetric RFB for 96 h with >95% capacity retention at an open circuit voltage of 1.57 V.
Patent
2-aroylimidazole compounds for treating cancer
TL;DR: In this article, the 2-aroylimidazole compounds are cytotoxic against cancer cells, including multi-drug resistant cancer cells from a number of different tissue types.
Journal ArticleDOI
Application of electrochemical impedance spectroscopy for characterisation of the reduction of benzophenone in acetonitrile solutions
Nikos G. Tsierkezos,Uwe Ritter +1 more
TL;DR: In this paper, the reduction of benzophenone (Bzph) Ph2C=O (Ph: phenyl group) on glassy-carbon electrode was studied in acetonitrile by means of cyclic voltammetry and electrochemical impedance spectroscopy.
Journal ArticleDOI
The first example of a singlet oxygen induced double bond migration during sulfide photooxidation. Experimental evidence for sulfone formation via a hydroperoxy sulfonium ylide.
Edward L. Clennan,David Aebisher +1 more
TL;DR: Evidence is presented which demonstrates that the double bond migration is not a result of a prior acid-catalyzed rearrangement of an unrearranged sulfone precursor, and is used to argue that the sulfone is formed via rearrangements of a hydroperoxy sulfonium ylide intermediate.
Book ChapterDOI
Synthesis of Pyridines by Electrochemical Methods
TL;DR: In this paper, the electrochemistry of pyridines with regard to industrially significant processes is discussed, including the reduction of piperidine quaternary salts.
References
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Journal ArticleDOI
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Journal ArticleDOI
Reduction Potentials of Conjugated Systems
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