A New and highly effective organometallic approach to 1,2-dehalogenations and related reactions

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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DOI: 10.1016/j.jorganchem.2007.05.039

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 pathway.

Item Type:	Article
ID Code:	696
Status:	Published
Refereed:	Yes
Uncontrolled Keywords:	Sodium, vic-diorganometals, reduction, elimination
Subjects:	Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Divisions:	001 Università di Sassari > 01 Dipartimenti > Chimica 002 Altri enti e centri di ricerca del Nord Sardegna > CNR-Consiglio Nazionale delle Ricerche > Istituto di chimica biomolecolare, Sassari
Publisher:	Elsevier
ISSN:	0022-328X
Deposited On:	18 Aug 2009 10:03

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