Palladium-EDTA and palladium-EdteH$_{4}$ catalyzed Heck coupling reactions in pure water
Makaleler > Tam Makale · 2013
Yazarlar: Süleyman GÜLCEMAL, BEKİR ÇETİNKAYA
TURKISH JOURNAL OF CHEMISTRY, SCI Expanded İndekslerine Giren Dergi, Uluslararası, Wos, 2013, cilt 37, ss 840-847
DOI: 10.3906/kim-1304-12
Özet
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'-tetrakis(2-hydroxyethyl)ethylenediamine (EdteH_4) and ethylenediaminetetraacetic acid disodium salt (Na_2EDTA) 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 Na_2PdCl_4-Na_2EDTA precatalyst system is also used for the preparative scale (50.0 mmol) synthesis of 4-acetyl-trans-stilbene and 4-styrylbenzaldehyde without a noticeable decrease in the activity. Recycling studies on the Na_2PdCl_4 - Na_2EDTA precatalyst system are also tested in the coupling of 4-bromoacetophenone with styrene.