Kinetics of intramolecular alkyl radical attack on sulfur in disulfides and thioesters
作者： Athelstan L. J. Beckwith , Sandhya A. M. Duggan
DOI: 10.1039/P29940001509
关键词: Diphenyl disulfide 、 Sulfur 、 Photodissociation 、 Photochemistry 、 Reaction rate constant 、 Chemistry 、 Radical 、 Intramolecular force 、 Alkyl 、 Medicinal chemistry 、 Kinetics
摘要: The 4-(alkyldithio)butyl radicals 8a and c, the 4-(phenyldithio)butyl radical 8b, generated from corresponding esters of N-hydroxypyridine-2(1H)-thione, undergo fast exo-cyclisation by SHi attack at sulfur. Similarly, 5-(alkyldithio)pentyl 8d undergoes 1,6-ring formation. rate constants for cyclisation were determined photolysis precursors in presence appropriate thiols. Butyl pentyl bearing ω-acetylthio or ω-benzoylthio substituents also ring closure but much more slowly. kinetics these intramolecular SH2 reactions are discussed compared with those intermolecular hexyl on diphenyl disulfide dibutyl disulfide.
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