Hydrophosphonylation of activated alkenes and alkynes via fluoride ion activation in ionic liquid medium

Balaraman, E. ; Srinivas, Venu ; Kumara Swamy, K. C. (2009) Hydrophosphonylation of activated alkenes and alkynes via fluoride ion activation in ionic liquid medium Tetrahedron, 65 (36). pp. 7603-7610. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/j.tet.2009.06.096

Abstract

A simple transition metal-free hydro/hydrothiophosphonylation of Baylis-Hillman adducts, substituted allyl bromides, allenylphosphonates and alkynes, promoted by fluoride ion in ionic liquid, is described. Clear-cut evidence for fluoride activation of the phosphite via pentacoordinate phosphorus is provided for the first time. Also, in a comparative reaction, the product obtained was different from that from the palladium catalyzed one. Structures of key products are proven by X-ray crystallography.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Hydrophosphonylation; Baylis-Hillman Adducts; Fluoride Activation; Penta-coordinate Phosphorus; X-ray Structure; Ionic Liquid Medium
ID Code:29656
Deposited On:23 Dec 2010 05:40
Last Modified:17 May 2016 12:28

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