Photodechlorination of mono and polychlorobenzenes by reductive photosensitization

Julliard, Michel; Chanon, Michel; Galadi, A.

doi:10.1016/1010-6030(94)03811-2

Cited by 15 publications

(1 citation statement)

References 46 publications

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“…The majority of these compounds are chlorinated and brominated. They are confirmed to have significant toxicological effects in liver, kidney and even the central nervous system of human 6,7 . Hydrated electron addition to halogenated aromatic carbons is known to liberate halogen ion by dissociative electron capture process due to the high electron affinity of the halogen 8,9 .…”

Section: Introductionmentioning

confidence: 92%

Debromination of Bromobenzene Induced by Hydrated Electrons in Aqueous Solution

Huang¹,

Pan²,

Jin³

et al. 2014

Asian J. Chem.

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The nanosecond laser flash photolysis (LFP) experiments were adopted to investigate the kinetics and mechanisms of the reaction between bromobenzene and hydrated electrons (eaq) in aqueous solution. The results showed that the rate constants of first-order and second-order reaction were 6.3 × 10 5 s -1 and 1.7 × 10 10 L mol -1 s -1 , respectively. The final products were biphenyl, bromobiphenyl and Br -, which determined by gas chromatography-mass spectrometry (GC-MS) and ion chromatography (IC). The optimal structure of bromobenzene anion radicals, the bond lengths and bond angles were calculated and analyzed by time-dependent density functional theory (TD-DFT)-UB3LYP method and the primary absorption peaks of the anion radicals lied in the ranges of 250-600 nm. The main reaction pathway was speculated that bromobenzene molecules generated unstable anion radicals when attacked by hydrated electrons and then the molecules debrominated to generate benzene radicals and Br -.

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Section: Introductionmentioning

confidence: 92%

Debromination of Bromobenzene Induced by Hydrated Electrons in Aqueous Solution

Huang¹,

Pan²,

Jin³

et al. 2014

Asian J. Chem.

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Photo Induced Radical Reactions

Pérez‐Prieto

Miranda

2012

Encyclopedia of Radicals in Chemistry, Biology and Materials

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This article discusses a number of reactions of potential synthetic interest occurring through photochemically generated organic radicals. Emphasis is placed on the nature of the resulting photoproducts, whose formation is discussed on a mechanistic basis. If available, experimental evidence (obtained by laser flash photolysis or related time‐resolved techniques) is provided. The material is organized according to the reaction types, for instance, homolytic cleavage, mesolytic cleavage, radical addition, and oxidative or reductive electron transfer. In addition to the classical carboncarbon or carbonhydrogen bond breaking processes, such as the Norrish type I reaction, the hydrogen abstraction, and the photo‐Fries or the photo‐Claisen rearrangements, a number of carbonheteroatom and heteroatomheteroatom cleavage processes are also covered. At the end of the article, a short section is included that deals with the experimental techniques for the characterization of photochemically generated radicals.

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