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A hypervalent iodine secondary oxidant synthesized by photosensitized singlet oxygen: Synthesis, characterization and oxidative reactivity
Journal of Catalysis ( IF 6.5 ) Pub Date : 2021-11-17 , DOI: 10.1016/j.jcat.2021.11.015
Nasrin Ghanbari 1 , Saeed Zakavi 1
Affiliation  

Chemical scavenging of singlet oxygen by iodobenzenein the presence of (triethyleneglycol)monomethyl ether led to the formation of almost spherical nano-structured iodosylbenzene in water, water/acetonitrile and acetonitrile. To our knowledge, it is the first report on the direct aerobic photooxidative synthesis of iodosylbenzene.A polymer supported cationic porphyrin, nanoAmbSO3@H2TMPyP, was used as the photosensitizer. The nanoparticles, were characterized by various spectrophotometric and microscopic methods. The reactivity of the secondary oxidant for the oxidation of organic substrates was studied in the oxidation of methyl phenyl sulfide catalyzed by manganese meso-tetrakis(2-methylphenyl)porphyrin.The synthesis of the reactive secondary oxidant, PhIO, is suggestedas an applicable strategy to overcome the problem of very short lifetime of singlet oxygen in organic solvents and water, which decreases the efficiency of singlet oxygen due to the involvement of the oxidant in unwanted physical and chemical quenching pathways.It is noteworthy that due to very short lifetime of singlet oxygen, most of the singlet oxygen produced in the presence of different photosensitizers is deactivated by other species to return to its triplet ground state by physical or non-productive chemical quenching.



中文翻译:

由光敏单线态氧合成的高价碘二级氧化剂:合成、表征和氧化反应

在(三甘醇)单甲醚存在下,碘苯对单线态氧的化学清除导致在水、水/乙腈和乙腈中形成几乎球形的纳米结构碘代苯。据我们所知,这是关于iodosylbenzene.A聚合物的直接需氧光氧化合成的第一个报告支持阳离子卟啉,nanoAmbSO 3 @H 2 TMPyP,用作光敏剂。通过各种分光光度法和显微方法表征纳米颗粒。研究了二次氧化剂氧化有机底物的反应性,在锰介观催化氧化甲基苯硫醚中。-四(2-甲基苯基)卟啉。反应性二级氧化剂PhIO的合成被建议作为一种 适用的 策略来克服单线态氧在有机溶剂和水中的寿命很短的问题,这会降低单线态氧的效率,因为氧化剂参与有害的物理  化学 猝灭 途径。值得注意的是,由于单线态氧的寿命非常短,在不同光敏剂存在下产生的大部分单线态氧会被其他物种失活以返回其三线态基态通过物理或非生产性化学淬火。

更新日期:2021-11-17
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