Formation kinetics of an amino carboxy type merostabilized free radical

Bennett, Richard W.; Wharry, Donald L.; Koch, Tad H.

doi:10.1021/ja00527a036

Cited by 48 publications

(25 citation statements)

References 2 publications

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“…The results suggest that there is no energy transfer of ECL from reduced lucigenin to isatin or an isatin intermediate and that the ECL emitter may be N-methylacridone (9)(10)(11)(12)(13)(14). Based on our experimental results and previous papers (9)(10)(11)(12)(13)(14)(21)(22), an ECL reaction scheme for lucigenin in the absence/presence of isatin was postulated. In the absence of isatin, the ECL peak of lucigenin at −0.65 V arises mainly from the CL reaction of reduced lucigenin with hydrogen peroxide electrogenerated on the surface of the electrode.…”

Section: Ecl Of Lucigenin With Isatin At a Platinum Electrodesupporting

confidence: 61%

“…2 shows the cyclic voltammogramme of isatin obtained at a platinum electrode in 0.1 mol/L PBS (pH 7.4). The irreversible cathodic peak of isatin appeared at −0.50 V, which corresponded to one electron reduction involving the formation of an isatide intermediate (21), or the formation of dioxindolyl radical (22), which reacted with O 2 to form superoxide (21)(22).…”

Section: Ecl Of Lucigenin With Isatin At a Platinum Electrodementioning

confidence: 99%

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Electrogenerated chemiluminescence reaction of lucigenin with isatin at a platinum electrode

Zhang

2004

Luminescence

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The electrogenerated chemiluminescence (ECL) reaction of lucigenin with isatin was investigated at a platinum electrode in a neutral aqueous solution. The ECL intensity of lucigenin at -0.65 V was greatly enhanced by isatin, and the ECL intensity was about 50 times higher than that of lucigenin without isatin. The enhanced ECL was believed to be produced by the chemiluminescence reaction between reduced lucigenin and superoxide anion that was generated by the reaction of electrochemically reduced isatin with dissolved oxygen. The conditions for the determination of isatin were optimized. Under the optimized condition, the enhanced ECL intensity vs. isatin concentration was linear in the range 4.8 x 10(-7)-1.9 x 10(-5) g/mL; with a detection limit of 3.3 x 10(-8) g/mL, and the relative standard derivation 1.0 x 10(-6) g/mL isatin was 3.8%.

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Section: Ecl Of Lucigenin With Isatin At a Platinum Electrodesupporting

confidence: 61%

Section: Ecl Of Lucigenin With Isatin At a Platinum Electrodementioning

confidence: 99%

Electrogenerated chemiluminescence reaction of lucigenin with isatin at a platinum electrode

Zhang

2004

Luminescence

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“…The sample was dissolved in d 6 -DMSO. The 1 H and 13 C spectra were recorded on a Bruker Avance spectrometer operating at 500 and 125.75 MHz, respectively, with chemical shifts related to TMS (δ = 0 13 The 1 H NMR of isatide (9) and N,N -dimethylisatide (6) were in agreement with the ones reported by Koch and coworkers [34]. For 1,1 -diacetylisatide (12) an additional signal at 2.34 ppm (s) associated with the N-CO-CH 3 group was observed.…”

Section: Methodssupporting

confidence: 82%

Enantioselective reduction of isatin derivatives over cinchonidine modified Pt/alumina

Sonderegger¹,

Bürgi²,

Limbach³

et al. 2004

Journal of Molecular Catalysis A: Chemical

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“…Isatin and 1-methylisatin can be reduced by merostabilized free radicals to isatide and N,N'-dimethylisatide through the intermediate dioxindolyl radicals 184 …”

Section: Reduction Involving Free Radicalsmentioning

confidence: 99%

The chemistry of isatins: a review from 1975 to 1999

Silva¹,

Garden²,

Pinto³

2001

J. Braz. Chem. Soc.

845

447

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Isatinas (1H-indol-2,3-diona) são compostos de grande versatilidade sintética, podendo ser utilizados na obtenção de diversos sistemas heterociclos, como derivados indólicos e quinolínicos, o que as tornam importantes matérias-primas na síntese de fármacos. Isatinas também têm sido detectadas em tecidos de mamíferos, o que tem despertado o interesse em seu estudo como moduladores em diversos processos bioquímicos. Os avanços na aplicação de isatinas em síntese orgânica, bem como na compreensão de seus efeitos biológicos e farmacológicos nos últimos vinte e cinco anos encontram-se relatados nesta revisão e seus respectivos materiais suplementares.Isatins (1H-indole-2,3-dione) are synthetically versatile substrates, where they can be used for the synthesis of a large variety of heterocyclic compounds, such as indoles and quinolines, and as raw material for drug synthesis. Isatins have also been found in mammalian tissue and their function as a modulator of biochemical processes has been the subject of several discussions. The advances in the use of isatins for organic synthesis during the last twenty-five years, as well as a survey of its biological and pharmacological properties are reported in this review and in the accompanying supplementary information.

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Formation kinetics of an amino carboxy type merostabilized free radical

Cited by 48 publications

References 2 publications

Electrogenerated chemiluminescence reaction of lucigenin with isatin at a platinum electrode

Electrogenerated chemiluminescence reaction of lucigenin with isatin at a platinum electrode

Enantioselective reduction of isatin derivatives over cinchonidine modified Pt/alumina

The chemistry of isatins: a review from 1975 to 1999

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