Polymer‐Shell‐Encapsulated Magnetite Nanoparticles Bearing Hexamethylenetetramine for Catalysing Aza‐Michael Addition Reactions. Issue 43 (23rd October 2018)

• Record Type: Journal Article
• Authors: Rathod, Prakash B.; Kumar, K. S. Ajish; Athawale, Anjali A.; Pandey, Ashok K.; Chattopadhyay, Subrata
• Is Part Of: European journal of organic chemistry. Issue 43(2018)
• Page Start: 5980
• Page End: 5987
• Publication Date: 2018-10-23
• Subjects: Nanoparticles -- Michael addition -- Functionalized magnetite -- Hexamethylenetetramine -- Heterogeneous catalysis; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201801095
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : Polymer‐encapsulated magnetite nanoparticles bearing Hexamethylenetetramine (Fe3 O4 @HMTA) have been developed for catalysing the aza‐Michael addition to form β‐amino compounds. The effects of solvent, amount and reuse on catalytic activity of the Fe3 O4 @HMTA have been studied. The catalytic activity of the Fe3 O4 @HMTA has not deteriorated during successive recycling. Eight different substrates have been subjected to aza‐Michael additions, and yields of the products in the range of 50–90 % have been observed in the presence of catalyst depending upon the substituent groups in the reactants. The formation of a single chiral adduct by reacting a acrylamide derivative ofl ‐proline benzyl ester with morpholine seems to suggest that the reaction conditions preclude the racemization of products. Abstract : A new synthetic route has been developed to form high‐density hexamethylenetetramine‐bearing polymer encapsulation on the magnetically retrievable magnetite nanoparticles to serve as catalyst for the aza‐Michael addition reactions. The synthesis protocol is general and would be useful for loading a variety of homogeneous catalysts.