Wadsworth-Emmons reaction: the unique catalytic reaction by a solid base

Choudary, Boyapati M. ; Kantama, Mannepalli L. ; V. Reddy, Chinta Reddy ; Bharathi, Balagam ; Figueras, Francois (2003) Wadsworth-Emmons reaction: the unique catalytic reaction by a solid base Journal of Catalysis, 218 (1). pp. 191-200. ISSN 0021-9517

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00219...

Related URL: http://dx.doi.org/10.1016/S0021-9517(03)00080-0


The near-stoichiometric amount of bases is used both in laboratory and industry in Wadsworth-Emmons (WE) reactions, since the by-product, (EtO)2P(O)OH, formed in the reaction neutralizes the base into an inert salt. A strategy to design, develop, and evolve the recyclable Mg-Al-hydrotalcite-O tBu (HT-O tBu) by the interaction of KO tBu with the calcined hydrotalcite that transforms a well-defined stoichiometric WE reaction into a catalytic one in an effort to minimize the quantum of effluents released and reduce the cost of the process is described here. HT-O tBu is found to be an efficient solid base for WE reactions for the simple synthesis of α,β-unsaturated esters and nitriles for the first time. The HT-O tBu, composed of various ratios of Mg/Al (i.e., 2, 2.5, and 3) and different contents of tBuO- (Mg/Al:3), and their precursors were prepared and well characterized to draw a correlation between structure and reactivity of the hydrotalcites in WE reactions.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Wadsworth-emmons Reaction; Hydrotalcite; Solid Bases; Potassium T-butoxide
ID Code:6854
Deposited On:26 Oct 2010 05:21
Last Modified:28 May 2011 08:59

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