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Reducing versus basic properties of 1,2-diaryl-1,2-disodioethanes

Azzena, Ugo Gavino and Dettori, Giovanna and Pisano, Luisa and Pittalis, Mario (2011) Reducing versus basic properties of 1,2-diaryl-1,2-disodioethanes. Tetrahedron, Vol. 67 (19), p. 3470-3475. ISSN 0040-4020. Article.

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DOI: 10.1016/j.tet.2011.03.037

Abstract

The outcome of the reaction between halogenated arylacetic acids and 1,2-diaryl-1,2-disodioethanes strongly depends on the nature of both reaction partners, and it can be rationalized in terms of a competition between reducing and basic properties of the vic-diorganometals, as well as of the ease of the reductive cleavage of the different carbon–halide bonds. As an application of these findings, we developed a particularly mild approach to the synthesis of halogenated and non halogenated α-substituted arylacetic acids.

Item Type:Article
ID Code:6224
Status:Published
Refereed:Yes
Uncontrolled Keywords:Arylalkanoic acids, electron transfer, hydrodehalogenation, metalation, reduction, vic-diorganometals
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:Pergamon / Elsevier
ISSN:0040-4020
Copyright Holders:© 2011 Elsevier
Deposited On:07 Jul 2011 09:54

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