Please use this identifier to cite or link to this item: http://www.repositorio.ufop.br/handle/123456789/11214
Title: Synthesis, characterisation and application of pyridine-modified chitosan derivatives for the first non-racemic Cu-catalysed Henry reaction.
Authors: Gonçalves, Fernanda Jorge
Kamal, Fadwa
Gaucher, Anne
Gil, Richard
Bourdreux, Flavien
Martineau Corcos, Charlotte
Gurgel, Leandro Vinícius Alves
Gil, Laurent Frédéric
Prim, Damien
Keywords: Solid-state 13C NMR
Heterogeneous catalysis
Copper
Issue Date: 2018
Citation: GONÇALVES, F. J. et al. Synthesis, characterisation and application of pyridine-modified chitosan derivatives for the first non-racemic Cu-catalysed Henry reaction. Carbohydrate Polymers, v. 181, p. 1206-1212, fev. 2018. Disponível em: <https://www.sciencedirect.com/science/article/pii/S0144861717314091>. Acesso em: 05 abr. 2019.
Abstract: The preparation, characterisation and application of two pyridine-modified chitosan derivatives (C1 and C2) containing Cu(OAc)2 adsorbed as catalysts for the conversion of benzaldehyde into 2-nitro-1-phenylethanol are described. Quantitative solid-state 13C multiple-contact cross-polarization, magic-angle-spinning, nuclear magnetic resonance (MC-CP MAS NMR) measurements confirmed the successful grafting of 2-pyridinecarboxaldehyde and 6-methylpyridine-2-carboxaldehyde to the chitosan backbone and indicated that 47(±2)% of the NH2 groups were grafted for both C1 and C2. The use of C1-Cu(OAc)2 as a catalyst in the nitroaldol reaction led to 96(±1)% conversion and 19(±4)% enantiomeric excess (ee), while the use of C2-Cu(OAc)2 as a catalyst also promoted the nitroaldol reaction, affording almost quantitatively the expected 2-nitro-1-phenylethanol (98(±1)%) with 14.5(±1.5)% ee.
URI: http://www.repositorio.ufop.br/handle/123456789/11214
metadata.dc.identifier.uri2: https://www.sciencedirect.com/science/article/pii/S0144861717314091
metadata.dc.identifier.doi: https://doi.org/10.1016/j.carbpol.2017.12.012
ISSN: 0144-8617
Appears in Collections:DEQUI - Artigos publicados em periódicos

Files in This Item:
File Description SizeFormat 
ARTIGO_SynthesisCharacterisationApplication.pdf1,3 MBAdobe PDFView/Open    Request a copy


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.