Azzena, Ugo Gavino and Pittalis, Mario and Dettori, Giovanna and Pisano, Luisa and Azara, Emanuela (2007) A New and highly effective organometallic approach to 1,2-dehalogenations and related reactions. Journal of Organometallic Chemistry, Vol. 692 (18), p. 3892-3900. ISSN 0022-328X. Article.
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We investigated the reductive elimination of several functionalized and non-functionalized vic-dibromides with 1,2-diphenyl-, 1,1,2,2-tetraphenyl- and 1-phenyl-2-(2-pyridyl)-1,2-disodioethane. The reaction, involving some of the less expensive organic and inorganic reagents, proceeds under mild conditions, and is tolerant of a variety of functional groups. Extension of this procedure to similar 1,2-disubstituted compounds was also investigated. Reductive eliminations run on stereochemical probe compounds strongly suggest that this reaction proceeds via a “single electron” reductive elimination reaction pathway.
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