Premium
Immobilized Gelatin–λ–Carrageenan on Magnetite Nanoparticles as an Efficient Organocatalyst for Enantioselective Biginelli Reaction
Author(s) -
JafariChermahini Mohammad Taqi,
Tavakol Hossein
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201803986
Subject(s) - ethyl acetoacetate , gelatin , chemistry , catalysis , aldehyde , dimedone , biginelli reaction , nanoparticle , reusability , enantioselective synthesis , magnetite , urea , carrageenan , organic chemistry , combinatorial chemistry , enantiomer , materials science , nanotechnology , biochemistry , software , computer science , metallurgy , programming language
A facile method for preparation of stabilized and functionalized nanoparticles (NPs) from magnetite by successive application of blended natural polymers (gelatin and λ–carrageenan) on Fe 3 O 4 core has been developed. Gelatin plays a privileged role in the catalytic active sites and it is responsible for the enantiomeric induction. λ–carrageenan endowed chemical stability for immobilization of gelatin on Fe 3 O 4 nanoparticles, thereby enhancing its stability and recoverability. The versatility of the modified NPs was proved by their excellent heterogeneous catalytic activity in one–pot, three–component Biginelli cyclocondensation reaction involving an aromatic aldehyde, urea, and ethyl acetoacetate (or Dimedone) to afford optically active corresponding dihydropyrimidinones in acceptable yields. This novel and green protocol has several advantages such as high efficiency, reusability of the catalyst, using inexpensive and available compounds for the catalyst.