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Amino acid intercalated layered double hydroxide catalyzed chemoselective methylation of phenols and thiophenols with dimethyl carbonate
Authors:Thirumeni Subramanian  Amarajothi Dhakshinamoorthy  Kasi Pitchumani
Affiliation:1. School of Chemistry, Madurai Kamaraj University, Madurai-21, Tamil Nadu, India;2. Centre for Green Chemistry Processes, School of Chemistry, Madurai Kamaraj University, Madurai-21, Tamil Nadu, India
Abstract:Sixteen different amino acids are intercalated into Mg–Al layered double hydroxides (LDHs) by the reconstruction method and are characterized by powder XRD and FT-IR. The intercalated amino acid–LDHs (AA-LDHs) are used as catalysts for chemoselective O-methylation of phenol and S-methylation of thiophenol with dimethyl carbonate (DMC) as a green methylating agent. The intercalation behavior of various amino acids is influenced by various structural features of amino acids, namely, carbon chain length, structure, and physicochemical properties. In particular, amino acids possessing a hydrophobic side-chain show higher catalytic activity. A suitable reaction mechanism is proposed. The catalyst can also be recycled.
Keywords:Amino acids   Layered double hydroxides   Dimethyl carbonate   Methylation   Chemoselectivity   Green methylating agent
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