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
A New and Highly Effective Organometallic Approach to 1,2-Dehalogenations and Related Reactions / Azzena, Ugo Gavino; M., Pittalis; G., Dettori; Pisano, Luisa; E., Azara. - In: JOURNAL OF ORGANOMETALLIC CHEMISTRY. - ISSN 0022-328X. - 692:(2007), pp. 3892-3900. [10.1016/j.jorganchem.2007.05.039]
A New and Highly Effective Organometallic Approach to 1,2-Dehalogenations and Related Reactions
AZZENA, Ugo Gavino;PISANO, Luisa;
2007-01-01
Abstract
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 pathwayI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
