Palladium-EDTA and palladium-EdteH4 catalyzed Heck coupling reactions in pure water

Authors : Süleyman GÜLCEMAL, Bekir ÇETİNKAYA

Pages : 840-847

Doi:10.3906/kim-1304-12

View : 15 | Download : 8

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :Palladium-catalyzed Heck coupling reactions of styrene with bromoarene derivatives are carried out under aerobic conditions in water using water-soluble N,N,N`,N`-tetrakisinsert ignore into journalissuearticles values(2-hydroxyethyl);ethylenediamine insert ignore into journalissuearticles values(EdteH4); and ethylenediaminetetraacetic acid disodium salt insert ignore into journalissuearticles values(Na2EDTA); as ligands. The effect of different bases, catalyst loading, and additives is also monitored. The olefination of bromoarenes with styrene affords the desired products in high yields. The Na2PdCl4-Na2EDTA precatalyst system is also used for the preparative scale insert ignore into journalissuearticles values(50.0 mmol); synthesis of 4-acetyl-trans-stilbene and 4-styrylbenzaldehyde without a noticeable decrease in the activity. Recycling studies on the Na2PdCl4 - Na2EDTA precatalyst system are also tested in the coupling of 4-bromoacetophenone with styrene.
Keywords : Heck coupling, palladium, Na2EDTA, EdteH4, water