Chemical Evidence for the Existence of pπ-dπ Interaction between the Unsaturated Bond and the Sulfur Atom in Allyl and Vinyl Sulfide Systems
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Chemical evidence for the activation of double bonds by the use of 3d orbitals of the sulfur atom was observed in the reaction of allyl benzyl sulfide and phenyl vinyl sulfide with diazomethane. Similar supporting evidence was also obtained in the reaction of acetophenone tosylhydrazone with allyl benzyl sulfide in the presence of sodium methoxide at 150 °C. It was found that there should not be any important role of the oxygen atom of allyl benzyl ether in directing the orientation of the 1,3-dipolarophile.
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