- Organochalcogen substituents in phenolic antioxidants
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Little is known about the ED/EW character of organochalcogen substituents and their contribution to the O-H bond dissociation enthalpy (BDE) in phenolic compounds. A series of ortho- and para-(S,Se,Te)R-substituted phenols were prepared and investigated by EPR, IR, and computational methods. Substituents lowered the O-H BDE by >3 kcal/mol in the para position, while the ortho-effect was modest due to hydrogen bonding (~3 kcal/mol) to the O-H group.
- Amorati, Riccardo,Pedulli, Gian Franco,Valgimigli, Luca,Johansson, Henrik,Engman, Lars
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scheme or table
p. 2326 - 2329
(2010/07/20)
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- Chemo- and product-selective electrooxidation of 3-(arylthiomethyl)- Δ3-cephems
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Electrolysis of 3-arylthiomethyl-Δ3-cephems possessing various substituents on the arylthio moiety undergo chemo selective and product-selective electrooxidation to give several different products. These include isomeric mixtures of the corresponding methoxylated cephems, a bis[(Δ3-cephem-3-yl)methyl]disulfide or a 3-dimethoxymethyl- Δ3-cephem. The selectivity of the oxidation is highly dependent on the nature of the substituents on the arylthio moiety which suggests that both steric and electronic effects play an important role in the electrooxidation of 3-arylthiomethyl-Δ3-cephems.
- Tanaka, Hideo,Tokumaru, Yoshihisa,Fukui, Ken-Ichi,Kuroboshi, Manabu,Torii, Sigeru,Jutand, Anny,Amatore, Christian
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experimental part
p. 3449 - 3459
(2010/02/28)
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- Electronic and hydrogen bonding effects on the chain-breaking activity of sulfur-containing phenolic antioxidants
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A kinetic and thermodynamic investigation of phenols para-substituted with thiyl (SR), sulfinyl (SOR), and sulfonyl (SO2R) groups and ortho-substituted with thiyl groups is reported. The effect of the sulfur substituents on the O-H bond dissoci
- Amorati, Riccardo,Fumo, Maria Grazia,Menichetti, Stefano,Mugnaini, Veronica,Pedulli, Gian Franco
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p. 6325 - 6332
(2007/10/03)
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- Phenolic thioethers as inhbitors of 5-lipoxygenase
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The compounds of the present invention comprise substituted phenolic thioether derivatives that are specific inhibitors of 5-lipoxygenase and which, therefore, are useful in the treatment of local and systemic inflammation, allergy and hypersensitivity reactions and other disorders in which agents formed in the 5-lipoxygenase metabolic pathway are involved.
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- Phenolic thioethers as inhibitors of 5-lipoxygenase
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The compounds of the present invention comprise substituted phenolic thioether derivatives that are specific inhibitors of 5-lipoxygenase and which, therefore, are useful in the treatment of local and systemic inflammation, allergy and hypersensitivity reactions and other disorders in which agents formed in the 5-lipoxygenase metabolic pathway are involved.
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