An enzymatic biomimetic system: enhancement of catalytic efficiency with new polymeric chiral ionic liquids synthesised by controlled radical polymerisation
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Otros documentos de la autoría: Karjalainen, Erno; Izquierdo Henríquez, Diana F.; Martí-Centelles, Vicente; Luis, Santiago V.; Tenhu, Heikki; Garcia-Verdugo, Eduardo
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Título
An enzymatic biomimetic system: enhancement of catalytic efficiency with new polymeric chiral ionic liquids synthesised by controlled radical polymerisationAutoría
Fecha de publicación
2014Editor
Royal Society of ChemistryISSN
1759-9954; 1759-9962Cita bibliográfica
Polym. Chem., 2014, 5, 1437Tipo de documento
info:eu-repo/semantics/articleVersión de la editorial
http://pubs.rsc.org/en/content/articlepdf/2014/py/c3py01364bResumen
The controlled radical polymerization of monomeric units containing chiral ionic liquids (CILs) allows the
synthesis of intrinsically chiral polymers through a bottom-up design. These polymeric chiral ionic liquids ... [+]
The controlled radical polymerization of monomeric units containing chiral ionic liquids (CILs) allows the
synthesis of intrinsically chiral polymers through a bottom-up design. These polymeric chiral ionic liquids
(PCILs) show a well-defined three dimensional structure organized as the result of a complex noncovalent
network of hydrogen-bonding contacts driven by the C2 hydrogen atoms of the imidazolium
aromatic rings and the OH moieties present in the side functionalities of the main polymeric chain. The
exchange of the chloride counter ion by the L-prolinate anion leads to new types of polymeric catalysts,
which behave as efficient artificial aldolase biomimetic systems, being highly active and selective for
the aldol reaction in water. These new polymeric catalysts are significantly more active than the
corresponding monomeric counterpart when the reaction is performed either in water or in the
presence of water. The increase in catalytic efficiency can be related to their 3D structure, displaying
helical chirality in the polymeric chain as a function of their preparation methodology. Under suitable
experimental conditions, these polymers are able to catalyse the consecutive aldol-dehydration process,
behaving as synthetic mimics of the aldolase-dehydrogenase enzymatic system. Moderate
enantioselectivities can be achieved under suitable conditions. [-]
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Polym. Chem., 2014, 5, 1437–1446Derechos de acceso
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