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Cross‐Linked Polyamine from Imidazolium‐Based Materials: A Simple Route to Useful Catalytic Materials
Author(s) -
Campisciano Vincenzo,
Salvo Anna Maria Pia,
Liotta Leonarda Francesca,
Spinella Alberto,
Giacalone Francesco,
Gruttadauria Michelangelo
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.201800040
Subject(s) - chemistry , thermogravimetric analysis , sodium borohydride , catalysis , knoevenagel condensation , polymerization , magic angle spinning , one pot synthesis , proton nmr , borohydride , chemical engineering , organic chemistry , polymer , nuclear magnetic resonance spectroscopy , engineering
Cross‐linked polyamine‐based materials were easily prepared by reduction of the corresponding cross‐linked imidazolium‐based materials with sodium borohydride in hot ethanol. Overall, the synthetic procedure is based on the polymerization of a suitable bis‐vinylimidazolium salt with or without a suitable support, such as silica or silica‐coated magnetic nanoparticles (γ‐Fe 2 O 3 @SiO 2 ), followed by reduction. This simple approach allows the synthesis of materials based on a network of secondary and tertiary amines. Materials were characterized by 13 C cross‐polarization magic angle spinning NMR ( 13 C CPMAS NMR), proton spin‐lattice relaxation times in the rotating frame (T 1 ρ H) and thermogravimetric analysis (TGA). Cross‐linked polyamine‐based materials were used as recoverable catalyst for Knoevenagel reaction. High yields of the condensation products were obtained and up to 11 cycles were carried out.