1966
DOI: 10.1016/0040-4020(66)80033-9
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Radical ions in the reactions of p-chloranil with triphenylphosphine and with triethyl phosphite

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Cited by 43 publications
(9 citation statements)
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“…In their following work the authors further studied the reaction mechanism by means of electron spin resonance (ESR) and UV absorption spectroscopy. 7 A charge transfer complex 9 was expected to be formed ( Fig. 3, eqn (1)) which rapidly underwent oxidations by chloranil 5 to give a chloranil semiquinone radical anion 10 together with a phenoxyradical phosphonium cation 11 (Fig.…”
Section: Phosphine-associated Radical Reactions With Quinone Oxidantsmentioning
confidence: 99%
“…In their following work the authors further studied the reaction mechanism by means of electron spin resonance (ESR) and UV absorption spectroscopy. 7 A charge transfer complex 9 was expected to be formed ( Fig. 3, eqn (1)) which rapidly underwent oxidations by chloranil 5 to give a chloranil semiquinone radical anion 10 together with a phenoxyradical phosphonium cation 11 (Fig.…”
Section: Phosphine-associated Radical Reactions With Quinone Oxidantsmentioning
confidence: 99%
“…[23] The chloranil chromophore with an amine substitute has a resonate structure of a zwitter-ion type semiquinone. [26][27][28] The equilibrium between a neutral quinone and a zwitter-ion type semiquinone depends naturally on the environment, where the latter structure is more favorable in a more polar medium. The UV-vis spectra of CP3CAA in water/dioxane (1/1 v/v) and water thus showed that the quinone and semiquinone structures were identifiable by the main absorption at 340 nm and the bimodal absorptions at 300 and 550 nm, respectively ( Figure S6).…”
Section: Resultsmentioning
confidence: 99%
“…Previously, the kinetics of reaction of parabenzoquinone with some nucleophile compounds such as aliphatic and aromatic amines has experimentally been investigated [5][6][7][8][9][10]. Recently, we have also reported a kinetic investigation of the addition reaction of triphenylphosphine to para-benzoquinone in 1,2-dichloroethane as solvent [11], where the obtained data revealed that the reaction is of first order with respect to triphenylphosphine and of second order with respect to para-benzoquinone.…”
Section: Introductionmentioning
confidence: 99%