An Electron Spin Resonance Study of the Anion Radicals of 9,10-Diazaphenanthrene, 2,2'-Bipyrimidine, and Δ<sup>2,2'</sup>-Biisobenzimidazolylidene

Geske, David H.; Padmanabhan, G. R.

doi:10.1021/ja01086a005

Cited by 42 publications

(10 citation statements)

References 5 publications

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“…A common procedure [1,3,[16][17][18] in the determination of the parameters Q1 and Q2 is the calculation of pc values from the experimental hyperfine splitting constants by means of McConnell's equation. The spin density on the nitrogen atom p~ can then be obtained by using the normalization condkion ~ pi=l.…”

Section: Discussionmentioning

confidence: 99%

“…i Large Q2 values are reported by those authors [1,2,17] who calculate the spin density on the nitrogen atom from pc values derived from the relation aH ---= QCC~pc (2) and the condition ~ p~=l.…”

Section: 2mentioning

confidence: 99%

“…We have tested this relation for the symmetrical diazanaphthalenes because it was possible to make a reasonable assignment of the proton hyperfine splitting constants to the particular positions of the ring system (see [8,[16][17][18][19]). Moreover, these compounds contain enough proton hyperfine splitting constants to make a test reliable.…”

Section: The Reliability Of Mcconnell' S Equation In the Diazanaphthamentioning

confidence: 99%

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The McConnell equation for E.S.R. spectra of symmetrical diazanaphthalenes

1971

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Electron spin resonance spectra of the six symmetrical diazanaphthalene anions in N,N-dimethylformamide have been measured. The anions were generated within the microwave cavity by electro-reduction of the parent compound. The McConnell equation all= 0CC H pc has been tested for the diazanaphthalenes with pc values calculated by the Hiickel method and by the Pariser-Parr-Pople S.C.F. method with variable resonance integrals.

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Section: Discussionmentioning

confidence: 99%

Section: 2mentioning

confidence: 99%

Section: The Reliability Of Mcconnell' S Equation In the Diazanaphthamentioning

confidence: 99%

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The McConnell equation for E.S.R. spectra of symmetrical diazanaphthalenes

1971

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“…21 Geske and Padmanabhan reported that BCC was reduced to anion radical in DMF at a hanging mercury electrode by electron spin resonance (ESR) spectroscopy. 22 Herlem and Amerongen presented results of a similar study of BCC and derivatives due to the formation of radical anion. 23 However, a survey of the literature reveals that not much work has been performed on the electrochemical behavior of azo dyes based on 8-hydroxyquinoline or BCC in DMSO media at platinum (Pt) electrodes.…”

Section: Introductionmentioning

confidence: 95%

Electrochemical investigation of2-[8-hydroxyquinoline-5-yl)azo]benzo[$c$]cinnoline on a platinum electrode in dimethysulfoxide

Öztürk¹,

Yazan²,

Olmez³

et al. 2016

Turk J Chem

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2-[8-hydroxyquinoline-5-yl)azo]benzo [c]cinnoline was synthesized for the first time and shown to possess electrochromic characteristic, i.e. changing color during the forward and back electrolysis at -1.35 V and 0.00 V, respectively, in DMSO medium. Therefore, the electrochemical investigation of this compound appears to be worthwhile. the number of electrons transferred were calculated by using an ultramicroelectrode and platinum electrode. The number of transferred electrons was found to be one for each peak. The standard heterogeneous rate constant for reduction was calculated by the Klingler-Kochi technique. The electrochemical reduction mechanism of 2-[8-hydroxyquinoline-5-yl)azo]benzo[c]cinnoline was also investigated by using various electrochemical techniques, such as bulk electrolysis, and spectroscopic methods, like electron spin resonance spectroscopy. Bulk electrolysis results also provided evidence for each peak belonging to reduction of one electron, two of which were confirmed by electron spin resonance spectroscopy.This new chemical is found to be an electrochromic substance.

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“…Data for azines such as 9,lO-diazaphenanthrene, 2,2'-bipyrimidine and A2,2'-biisoben z i m i d a a o 1 y l i d e n e w e r e measured in dimethylformamide in order to facilitate the selection of conditions for anion radical formation for EPR studies (239). Half-wave potentials for substituted 2-amino-3-anilino-5-phenylphenazinium chlorides (@8) and substituted sydnones and sydnonimines (588) were correlated to Hammett constants.…”

Section: Nitrogen -Containing Heterocyclicmentioning

confidence: 99%

Organic Polarography

Pietrzyk¹

1966

Anal. Chem.

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HIS REVIEW covers articles which T have appeared in Chemical Abstracts and readily available journals during the two-year period ending November 1, 1965. As in the past, duplications and reinvestigations of previous work appear widely, and the tendency for authors to publish the same work in more than one journal has continued.This period has seen the publication of a special issue of Talanta honoring the 70th year for Professor Izaak If. Kolthoff (411). This issue is comprised entirely of invited contributions of his former students and associates and a list of Professor Kolthoff's past publications. Best wishes go to Professor Kolthoff for many more years of fruitful labor.Polarographic advances in Japan ( m 4 , 800, 801) and in Prague (429) were reviewed. The use of electron spin resonance spectrometry in evaluating electrode reactions in which free radicals are formed has continued t o grow (3, 25). Books dealing with "Polarography of Polymers'' (64) and "Organic Polarographic Analysis" (947) hare been published. Two books containing a listing of literature covering polarography through 1964 also became available (340,341 ) Yunierous reviews have appeared on the applications of polarography to pesticide analysis (98,224,226,524), lignin chemistry (627), cytostatically active compounds ($239, smoke analysis (700), proteins (114, 567,893), pharmaceuticals and drugs (1 74, 242, 249,329, 659,917), petroleum analysis (171 , 318,942), polymers (63), biocheniical analysis (661)) feed medicament analysis (9), clinical chemistry (104) , and enzyme activity (435). Other reviews have covered organic analysis (119,169,830,331) , organic polarography (496, 543, 583,773,805,897,914,946) and application to electrochemical synthesis (28.5) * Specialized polarographic reviews were concerned with alkaloids and their analysis (706), the effect of pH on halfwave potentials (176), utilization in assigning ring and chain structures and following the rate of tautomerism (344), polarography of enediols (log), substituted 3-phenyl-sydnones (767) , carbon disulfide and derivatives (639) and organic peroxides (269), the study of electron and proton transfer (6), the progress and problems in electrode kinetics (84) and the techniques for studying kinetics of oxidation (210).Reviews on adsorption of organic compounds at electrode surfaces (13, 218,443) and effect on reduction (493), a theoretical treatment of adsorption (136), and studies in adsorption isotherms (148) have appeared. Oscillographic and alternating current polarography were used to study the effects of anionic, cationic, and neutral surface active agents on polarographic analysis (337). Additional studies on adsorption are included under specific compounds.Studies in nonaqueous media have been reviewed (199,253,412). Other studies, however, mere concerned with the effects of different solvents on polarographic active compounds ($11, 71 9 ) .Work on the correlation of half-wave potentials with various constants continues. The relationship between halfwave potential...

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An Electron Spin Resonance Study of the Anion Radicals of 9,10-Diazaphenanthrene, 2,2'-Bipyrimidine, and Δ^2,2'-Biisobenzimidazolylidene

Cited by 42 publications

References 5 publications

The McConnell equation for E.S.R. spectra of symmetrical diazanaphthalenes

The McConnell equation for E.S.R. spectra of symmetrical diazanaphthalenes

Electrochemical investigation of2-[8-hydroxyquinoline-5-yl)azo]benzo[$c$]cinnoline on a platinum electrode in dimethysulfoxide

Organic Polarography

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An Electron Spin Resonance Study of the Anion Radicals of 9,10-Diazaphenanthrene, 2,2'-Bipyrimidine, and Δ2,2'-Biisobenzimidazolylidene

Cited by 42 publications

References 5 publications

The McConnell equation for E.S.R. spectra of symmetrical diazanaphthalenes

The McConnell equation for E.S.R. spectra of symmetrical diazanaphthalenes

Electrochemical investigation of2-[8-hydroxyquinoline-5-yl)azo]benzo[$c$]cinnoline on a platinum electrode in dimethysulfoxide

Organic Polarography

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Product

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An Electron Spin Resonance Study of the Anion Radicals of 9,10-Diazaphenanthrene, 2,2'-Bipyrimidine, and Δ^2,2'-Biisobenzimidazolylidene