Aerobic oxidation of thiols to disulfides catalyzed by a manganese(III) Schiff-base complex

Golchoubian, Hamid; Hosseinpoor, Farideh

doi:10.1016/j.catcom.2006.08.036

Cited by 63 publications

(19 citation statements)

References 19 publications

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“…However, there remains the possibility that catalytic O 2 -mediated oxidation of hydropersulfides may be relevant. Previous reports indicate that thiols are readily oxidized by O 2 in the presence of metals [for example, 58,59]. It would not be surprising to expect that O 2 -mediated oxidation of persulfides would behave similarly.…”

Section: Discussionmentioning

confidence: 97%

The chemical biology of hydropersulfides (RSSH): Chemical stability, reactivity and redox roles

Saund

Sosa

Henriquez

et al. 2015

Archives of Biochemistry and Biophysics

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Recent reports indicate the ubiquitous prevalence of hydropersulfides (RSSH) in mammalian systems. The biological utility of these and related species is currently a matter of significant speculation. The function, lifetime and fate of hydropersulfides will be assuredly based on their chemical properties and reactivity. Thus, to serve as the basis for further mechanistic studies regarding hydropersulfide biology, some of the basic chemical properties/reactivity of hydropersulfides were studied. The nucleophilicity, electrophilicity and redox properties of hydropersulfides were examined under biological conditions. These studies indicate that hydropersulfides can be nucleophilic or electrophilic, depending on the pH (i.e. the protonation state) and can act as good one- and two-electron reductants. These diverse chemical properties in a single species make hydropersulfides chemically distinct from other, well-known sulfur containing biological species, giving them unique and potentially important biological function.

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Section: Discussionmentioning

confidence: 97%

The chemical biology of hydropersulfides (RSSH): Chemical stability, reactivity and redox roles

Saund

Sosa

Henriquez

et al. 2015

Archives of Biochemistry and Biophysics

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“…Moreover, in view of the environmental concerns, dioxygen is a highly appealing oxidant that is regarded as a green and sustainable reagent. Mo(VI), 5 V(V), 6 Mn(III)-Schiff base, 7 and Fe(III)-metal organic frameworks (MOF) 8 complexes recently proved to be useful catalysts in this process. Substrates less prone to be oxidized are tertiary alkyl thiols, which are generally isolated in moderate yield after prolonged reaction time.…”

Section: Oxidation Of Thiols To Disulfides By Dioxygen and Chemical Rmentioning

confidence: 99%

7.28 Oxidation of Sulfur, Selenium, and Tellurium

Lattanzi

2014

Comprehensive Organic Synthesis II

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“…Product 2j was recrystallized from water after evaporation of EtOAc from the reaction mixture. The products were characterized by IR and 1 H NMR spectra and melting points in comparison with authentic samples [21][22][23][24][25][26][27][28].…”

Section: Procedures Bmentioning

confidence: 99%

NiO/MgO/SiO2 supported cobalt(II) tetrasulfophthalocyanine as an efficient, selective, and recyclable catalyst for the aerobic oxidation of thiols to disulfides

Eshtiagh‐Hosseini

Housaindokht

Shoghpour

2010

Reac Kinet Mech Cat

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An efficient and convenient method is reported for the selective aerobic oxidation of thiols to the corresponding disulfides using NiO/MgO/SiO 2 (15 wt% NiO, Si/Mg = 3) supported cobalt(II) tetrasulfophthalocyanine as the catalyst in ethyl acetate at room temperature. The method is applicable to aromatic, aliphatic, and heterocyclic thiols. The catalyst can be recycled and reused for several times without any significant loss of its catalytic activity.

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Aerobic oxidation of thiols to disulfides catalyzed by a manganese(III) Schiff-base complex

Cited by 63 publications

References 19 publications

The chemical biology of hydropersulfides (RSSH): Chemical stability, reactivity and redox roles

The chemical biology of hydropersulfides (RSSH): Chemical stability, reactivity and redox roles

7.28 Oxidation of Sulfur, Selenium, and Tellurium

NiO/MgO/SiO2 supported cobalt(II) tetrasulfophthalocyanine as an efficient, selective, and recyclable catalyst for the aerobic oxidation of thiols to disulfides

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