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Conversion of norbornene derivatives into vicinal-dithioethers via S8 activation
Authors:Sophie Poulain  Sandy Julien
Affiliation:a Laboratoire Arômes, Synthèses et Interactions, Faculté des Sciences de Nice-Sophia Antipolis, Parc Valrose, 06108 Nice cedex 2, France
b Laboratoire de Chimie Bioorganique, CNRS, UMR 6001, Faculté des Sciences de Nice-Sophia Antipolis, Parc Valrose, 06108 Nice cedex 2, France
Abstract:Norbornene reacts with elemental sulfur to give a mixture of trithiolane and pentathiepane. Sulfuration of norbornene derivatives was achieved with elemental sulfur, by using a catalytic amount of a nickel complex, to afford selectively the corresponding trithiolanes. The most effective catalytic system was Ni(NH3)6Cl2 in dimethylformamide. The trithiolanes were reduced with super-hydride into 1,2-dithiolate salts, and quenched in situ to form vicinal-dithioethers.
Keywords:Norbornene   Elemental sulfur   Trithiolane   Nickel catalysis   Dithioethers
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