Articles producció científica> Química Física i Inorgànica

Heterogeneous palladium SALOPHEN onto porous polymeric microspheres as catalysts for heck reaction

  • Identification data

    Identifier: imarina:5819734
    Authors:
    Mella, ClaudioTorres, Cecilia CGodard, CyrilClaver, CarmenPecchi, GinaCampos, Cristian H
    Abstract:
    © 2019 IUPAC & De Gruyter. Catalysts based on porous polymeric microspheres were prepared from N,N′-Bis(3,3′-allyl-salicylidene)-o-phenylenediamine Pd(II) (PdAS) metallo-monomer, styrene (STY), and divinylbenzene (DVB) as co-monomers. The effects of the STY/PdAS mass ratio of co-monomers were investigated to synthesize the optimal catalyst. All the prepared materials were characterized by scanning electron microscopy (SEM), N2 adsorption-desorption isotherms, inductively coupled plasma optical emission spectroscopy (ICP-OES), thermogravimetric analysis (TGA), solid-state diffuse-reflectance UV Vis (DRS UV-Vis) spectrometry, and X-ray photoelectron spectroscopy (XPS). Increasing the PdAS content from 1 to 5 wt%, based on the mass feed of monomers, produced well-defined spherical polymer resins with particle diameters of ~200 μm and high surface areas (>500 m2/g). XPS spectra shown a unique Pd2+ signal associated with the PdAS complex immobilized on a porous resin matrix. The catalytic performances of porous polymer microspheres were evaluated for Heck reaction between iodobenzene and methyl acrylate to produce methyl cinnamate, giving up to 100 % selectivity for the trans-isomer. The resin with 5 wt% PdAS showed the best catalytic activity in methyl cinnamate synthesis. Finally, the best catalytic system was evaluated in octinoxate production producing the target product with the same levels of conversion and selectivity for trans-isomer as was detected for methyl cinnamate synthesis.
  • Others:

    Author, as appears in the article.: Mella, Claudio; Torres, Cecilia C; Godard, Cyril; Claver, Carmen; Pecchi, Gina; Campos, Cristian H
    Department: Química Física i Inorgànica
    URV's Author/s: Claver Cabrero, Maria del Carmen Orosia / Godard, Cyril
    Keywords: Schiff-base Porous polymers Palladium catalysis Organic frameworks Nanoparticles Mizoroki-heck Microsphere resins Immobilization Eurasia 2018 Efficient Divinylbenzene Cross-coupling reactions Couplings Copolymers Complexes
    Abstract: © 2019 IUPAC & De Gruyter. Catalysts based on porous polymeric microspheres were prepared from N,N′-Bis(3,3′-allyl-salicylidene)-o-phenylenediamine Pd(II) (PdAS) metallo-monomer, styrene (STY), and divinylbenzene (DVB) as co-monomers. The effects of the STY/PdAS mass ratio of co-monomers were investigated to synthesize the optimal catalyst. All the prepared materials were characterized by scanning electron microscopy (SEM), N2 adsorption-desorption isotherms, inductively coupled plasma optical emission spectroscopy (ICP-OES), thermogravimetric analysis (TGA), solid-state diffuse-reflectance UV Vis (DRS UV-Vis) spectrometry, and X-ray photoelectron spectroscopy (XPS). Increasing the PdAS content from 1 to 5 wt%, based on the mass feed of monomers, produced well-defined spherical polymer resins with particle diameters of ~200 μm and high surface areas (>500 m2/g). XPS spectra shown a unique Pd2+ signal associated with the PdAS complex immobilized on a porous resin matrix. The catalytic performances of porous polymer microspheres were evaluated for Heck reaction between iodobenzene and methyl acrylate to produce methyl cinnamate, giving up to 100 % selectivity for the trans-isomer. The resin with 5 wt% PdAS showed the best catalytic activity in methyl cinnamate synthesis. Finally, the best catalytic system was evaluated in octinoxate production producing the target product with the same levels of conversion and selectivity for trans-isomer as was detected for methyl cinnamate synthesis.
    Thematic Areas: Química Interdisciplinar General chemistry General chemical engineering Farmacia Ensino Engenharias ii Educação Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências ambientais Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Chemical engineering (miscellaneous) Chemical engineering (all) Biotecnología Biodiversidade Astronomia / física
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 00334545
    Author's mail: cyril.godard@urv.cat carmen.claver@urv.cat
    Author identifier: 0000-0001-5762-4904 0000-0002-2518-7401
    Record's date: 2024-10-12
    Papper version: info:eu-repo/semantics/publishedVersion
    Link to the original source: https://www.degruyter.com/view/journals/pac/91/10/article-p1651.xml?language=en
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Pure And Applied Chemistry. 91 (10): 1651-1664
    APA: Mella, Claudio; Torres, Cecilia C; Godard, Cyril; Claver, Carmen; Pecchi, Gina; Campos, Cristian H (2019). Heterogeneous palladium SALOPHEN onto porous polymeric microspheres as catalysts for heck reaction. Pure And Applied Chemistry, 91(10), 1651-1664. DOI: 10.1515/pac-2018-1225
    Article's DOI: 10.1515/pac-2018-1225
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2019
    Publication Type: Journal Publications
  • Keywords:

    Chemical Engineering (Miscellaneous),Chemistry,Chemistry (Miscellaneous),Chemistry, Multidisciplinary
    Schiff-base
    Porous polymers
    Palladium catalysis
    Organic frameworks
    Nanoparticles
    Mizoroki-heck
    Microsphere resins
    Immobilization
    Eurasia 2018
    Efficient
    Divinylbenzene
    Cross-coupling reactions
    Couplings
    Copolymers
    Complexes
    Química
    Interdisciplinar
    General chemistry
    General chemical engineering
    Farmacia
    Ensino
    Engenharias ii
    Educação
    Ciências biológicas iii
    Ciências biológicas ii
    Ciências biológicas i
    Ciências ambientais
    Chemistry, multidisciplinary
    Chemistry (miscellaneous)
    Chemistry (all)
    Chemistry
    Chemical engineering (miscellaneous)
    Chemical engineering (all)
    Biotecnología
    Biodiversidade
    Astronomia / física
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