Polymeric β-alanine incarcerated Pd(ii) catalyzed allylic etherification in water: a mild and efficient method for the formation of C(sp3)–O bonds?

RSC Advances Pub Date: 2016-01-08 DOI: 10.1039/C5RA26182A

Abstract

A new heterogeneous palladium(II) catalyst has been developed through a convenient and economic way. The catalyst was synthesized by confining palladium metal with a polystyrenal β-alanine-imine network and characterized by FT-IR spectroscopy, thermogravimetric analysis, field emission scanning electron microscopy, energy dispersive X-ray, and elemental analysis. Polymeric imine can be prepared easily from chloromethylated polystyrene and β-alanine. Using this polymer incarcerated palladium(II) catalyst a useful and efficient procedure for stereospecific synthesis of allyl-aryl ethers has been developed. The benzylic, aromatic, and heteroaromatic phenols react with various substituted allyl acetates by this procedure to furnish a library of allyl-aryl and allyl-hetero-aryl ethers in high yields. The catalyst could be recovered easily and reused five times without any considerable loss of its catalytic activity.

Graphical abstract: Polymeric β-alanine incarcerated Pd(ii) catalyzed allylic etherification in water: a mild and efficient method for the formation of C(sp3)–O bonds
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