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Polymer‐Shell‐Encapsulated Magnetite Nanoparticles Bearing Hexamethylenetetramine for Catalysing Aza‐Michael Addition Reactions
Author(s) -
Rathod Prakash B.,
Kumar K. S. Ajish,
Athawale Anjali A.,
Pandey Ashok K.,
Chattopadhyay Subrata
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801095
Subject(s) - hexamethylenetetramine , chemistry , michael reaction , catalysis , bifunctional , adduct , nanoparticle , hydroxylamine , polymer chemistry , polymer , morpholine , racemization , substituent , organic chemistry , chemical engineering , engineering
Polymer‐encapsulated magnetite nanoparticles bearing Hexamethylenetetramine (Fe 3 O 4 @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 Fe 3 O 4 @HMTA have been studied. The catalytic activity of the Fe 3 O 4 @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 of l ‐proline benzyl ester with morpholine seems to suggest that the reaction conditions preclude the racemization of products.