Cargando…

Chitosan Based Heterogeneous Catalyses: Chitosan-Grafted-Poly(4-Vinylpyridne) as an Efficient Catalyst for Michael Additions and Alkylpyridazinyl Carbonitrile Oxidation

Chitosan-grafted-poly(4-vinylpyridine) (Cs-PVP) copolymers could be synthesized under heterogeneous conditions in presence of a potassium persulfate and sodium sulfite redox system. The synthesized graft copolymer could be utilized effectively, in the form of beads, as an efficient catalyst for Mich...

Descripción completa

Detalles Bibliográficos
Autores principales: Khalil, Khaled D., Al-Matar, Hamad M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270511/
https://www.ncbi.nlm.nih.gov/pubmed/23698043
http://dx.doi.org/10.3390/molecules18055288
_version_ 1783376716191760384
author Khalil, Khaled D.
Al-Matar, Hamad M.
author_facet Khalil, Khaled D.
Al-Matar, Hamad M.
author_sort Khalil, Khaled D.
collection PubMed
description Chitosan-grafted-poly(4-vinylpyridine) (Cs-PVP) copolymers could be synthesized under heterogeneous conditions in presence of a potassium persulfate and sodium sulfite redox system. The synthesized graft copolymer could be utilized effectively, in the form of beads, as an efficient catalyst for Michael additions of active methylenes to functionally substituted alkenes. Moreover, methyl moiety oxidation in methyl pyridazinyl carbonitriles by H(2)O(2) in the presence of chitosan-g-polyvinyl pyridine–supported iron (III) complex, Cs-PVP/Fe, could be affected. A variety of pyrans, naphthopyrans, and thiopyrans could be synthesized efficiently in the presence of these graft copolymer beads by novel catalytic routes. These polymeric catalysts could be used instead of the old toxic commercial organic basic catalysts, piperidine or pyridine, and could be readily isolated from the reaction mixture and recycled several times without significant loss of catalytic activity.
format Online
Article
Text
id pubmed-6270511
institution National Center for Biotechnology Information
language English
publishDate 2013
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62705112018-12-14 Chitosan Based Heterogeneous Catalyses: Chitosan-Grafted-Poly(4-Vinylpyridne) as an Efficient Catalyst for Michael Additions and Alkylpyridazinyl Carbonitrile Oxidation Khalil, Khaled D. Al-Matar, Hamad M. Molecules Article Chitosan-grafted-poly(4-vinylpyridine) (Cs-PVP) copolymers could be synthesized under heterogeneous conditions in presence of a potassium persulfate and sodium sulfite redox system. The synthesized graft copolymer could be utilized effectively, in the form of beads, as an efficient catalyst for Michael additions of active methylenes to functionally substituted alkenes. Moreover, methyl moiety oxidation in methyl pyridazinyl carbonitriles by H(2)O(2) in the presence of chitosan-g-polyvinyl pyridine–supported iron (III) complex, Cs-PVP/Fe, could be affected. A variety of pyrans, naphthopyrans, and thiopyrans could be synthesized efficiently in the presence of these graft copolymer beads by novel catalytic routes. These polymeric catalysts could be used instead of the old toxic commercial organic basic catalysts, piperidine or pyridine, and could be readily isolated from the reaction mixture and recycled several times without significant loss of catalytic activity. MDPI 2013-05-08 /pmc/articles/PMC6270511/ /pubmed/23698043 http://dx.doi.org/10.3390/molecules18055288 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Khalil, Khaled D.
Al-Matar, Hamad M.
Chitosan Based Heterogeneous Catalyses: Chitosan-Grafted-Poly(4-Vinylpyridne) as an Efficient Catalyst for Michael Additions and Alkylpyridazinyl Carbonitrile Oxidation
title Chitosan Based Heterogeneous Catalyses: Chitosan-Grafted-Poly(4-Vinylpyridne) as an Efficient Catalyst for Michael Additions and Alkylpyridazinyl Carbonitrile Oxidation
title_full Chitosan Based Heterogeneous Catalyses: Chitosan-Grafted-Poly(4-Vinylpyridne) as an Efficient Catalyst for Michael Additions and Alkylpyridazinyl Carbonitrile Oxidation
title_fullStr Chitosan Based Heterogeneous Catalyses: Chitosan-Grafted-Poly(4-Vinylpyridne) as an Efficient Catalyst for Michael Additions and Alkylpyridazinyl Carbonitrile Oxidation
title_full_unstemmed Chitosan Based Heterogeneous Catalyses: Chitosan-Grafted-Poly(4-Vinylpyridne) as an Efficient Catalyst for Michael Additions and Alkylpyridazinyl Carbonitrile Oxidation
title_short Chitosan Based Heterogeneous Catalyses: Chitosan-Grafted-Poly(4-Vinylpyridne) as an Efficient Catalyst for Michael Additions and Alkylpyridazinyl Carbonitrile Oxidation
title_sort chitosan based heterogeneous catalyses: chitosan-grafted-poly(4-vinylpyridne) as an efficient catalyst for michael additions and alkylpyridazinyl carbonitrile oxidation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270511/
https://www.ncbi.nlm.nih.gov/pubmed/23698043
http://dx.doi.org/10.3390/molecules18055288
work_keys_str_mv AT khalilkhaledd chitosanbasedheterogeneouscatalyseschitosangraftedpoly4vinylpyridneasanefficientcatalystformichaeladditionsandalkylpyridazinylcarbonitrileoxidation
AT almatarhamadm chitosanbasedheterogeneouscatalyseschitosangraftedpoly4vinylpyridneasanefficientcatalystformichaeladditionsandalkylpyridazinylcarbonitrileoxidation