Vinyl Derivative

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T. V. Krasnyakova - One of the best experts on this subject based on the ideXlab platform.

  • Formation and thermodynamic stability of novel methyl–Vinyl Derivatives of PtIV as possible intermediates for Csp3–Csp2 cross-coupling
    Journal of Organometallic Chemistry, 2014
    Co-Authors: S. A. Mitchenko, O. V. Khazipov, Elena S. Mitchenko, T. V. Krasnyakova
    Abstract:

    Abstract Methyl–Vinyl Derivatives of Pt IV were obtained in a sequence of the reactions of methyl iodide oxidative addition to Pt II iodo complexes followed by iodoplatination of C–C triple bond of R 1 C CR 2 (R 1  = Ph, R 2  = C(O)OC 2 H 5 ; R 1  = R 2  = C(O)OCH 3 ) in acetone solution under excess of I − . In the reaction of the ethyl phenylpropiolate equilibrium formation of Pt IV methyl–Vinyl Derivative occurs. The reaction is highly exothermic, Δ H  = –(81 ± 7) kJ/mol, and this provides a favorable thermodynamics even though a significant decrease in entropy, Δ S  = −(249 ± 23) J/(K mol). In the reaction of dimethyl acetylenedicarboxylate the chelate metallocycle is quantitatively formed. The quantitative yield of the organometallic product is explained by more favorable thermodynamics of the reaction: chelation of the metal center by the oxygen atom of the carboxymethyl group in the σ-Vinyl ligand forming metallocycle provides an additional stabilization of the product. In the formed organoplatinum compounds Vinyl and methyl ligands are located in the mutual cis -positions, which is essential for further accomplishment of Csp 3 –Csp 2 coupling reaction.

  • Platinum-catalyzed addition of iodomethane to acetylene
    Russian Chemical Bulletin, 2013
    Co-Authors: S. A. Mitchenko, O. V. Khazipov, T. V. Krasnyakova
    Abstract:

    The reaction of iodomethane and acetylene in the presence of PtII and NaI in acetone gives (E)-1-iodopropene. A possible mechanism involves the intermediate formation of a PtIV methyl Vinyl Derivative by the iodoplatination of acetylene with a reversibly formed a PtIV methyl complex and assumes the catalytic character of the process.

  • Structure and thermodynamic stability of new alkyl-Vinyl Derivative of platinum(IV) – possible intermediate of C(sp2)—C(sp3) coupling
    Theoretical and Experimental Chemistry, 2012
    Co-Authors: S. A. Mitchenko, O. V. Khazipov, T. V. Krasnyakova
    Abstract:

    Iodide complexes of PtII with an excess of I− in acetone solution react with methyl iodide and ethyl phenylpropiolate reversibly with the formation of the methyl-Vinyl Derivative with mutual cis orientation of the organic ligands. The reaction includes two stages: Oxidative addition of methyl iodide to PtII with the intermediate formation of a methyl Derivative of PtIV and iodoplatination by the latter at the C—C triple bond of the alkyne. The regioselectivity of iodoplatination agrees formally with the Markovnikov rule.

  • structure and thermodynamic stability of new alkyl Vinyl Derivative of platinum iv possible intermediate of c sp2 c sp3 coupling
    Theoretical and Experimental Chemistry, 2012
    Co-Authors: S. A. Mitchenko, O. V. Khazipov, T. V. Krasnyakova
    Abstract:

    Iodide complexes of PtII with an excess of I− in acetone solution react with methyl iodide and ethyl phenylpropiolate reversibly with the formation of the methyl-Vinyl Derivative with mutual cis orientation of the organic ligands. The reaction includes two stages: Oxidative addition of methyl iodide to PtII with the intermediate formation of a methyl Derivative of PtIV and iodoplatination by the latter at the C—C triple bond of the alkyne. The regioselectivity of iodoplatination agrees formally with the Markovnikov rule.

  • Structure and thermodynamic stability of new alkyl-Vinyl Derivative of platinum(IV) – possible intermediate of C(sp ^ 2 )—C(sp ^ 3 ) coupling
    Theoretical and Experimental Chemistry, 2012
    Co-Authors: S. A. Mitchenko, O. V. Khazipov, T. V. Krasnyakova
    Abstract:

    Iodide complexes of Pt^II with an excess of I^− in acetone solution react with methyl iodide and ethyl phenylpropiolate reversibly with the formation of the methyl-Vinyl Derivative with mutual cis orientation of the organic ligands. The reaction includes two stages: Oxidative addition of methyl iodide to Pt^II with the intermediate formation of a methyl Derivative of Pt^IV and iodoplatination by the latter at the C—C triple bond of the alkyne. The regioselectivity of iodoplatination agrees formally with the Markovnikov rule.

Choquet Patrick - One of the best experts on this subject based on the ideXlab platform.

  • Anti-biofouling activity of Ranaspumin-2 bio-surfactant immobilized on catechol-functional PMMA thin layers prepared by atmospheric plasma deposition
    2019
    Co-Authors: Czuba Urszula, Quintana Robert, Lassaux Patricia, Ceccone Giacomo, BaÑuls Ciscar Jorge, Moreno-couranjou Maryline, Detrembleur Christophe, Bombera Radoslaw, Choquet Patrick
    Abstract:

    The deposition of polymeric thin layers bearing reactive functional groups is a promising solution to provide functionality on otherwise inert surfaces, for instance, for bioconjugation purposes. Atmospheric pressure plasma (AP plasma) deposition technology offers many advantages, such as fast deposition rates, low costs, low waste generation and suitability for coating various kind of material surfaces. In this work, the AP plasma-assisted copolymerization of methyl methacrylate (MMA) with a Vinyl Derivative of L-DOPA was studied in order to deposit coatings with reactive catechol/quinone groups suitable for protein covalent immobilization. The effect of adding a chemical cross-linker, between 0 and 2 mol%, to the monomer mixture is also studied in order to prepare robust plasma PMMA-based layers in liquid physiological media. The layer prepared with 0.2 mol% of cross-linker shows the best balance between stability in saline-buffered media and surface functionalization. Bioconjugation via the grafting of Ranaspumin-2 recombinant, a naturally occurring surfactant protein, is carried out in a single step after plasma deposition. Protein immobilization is corroborated by Quartz Crystal Microbalance with Dissipation (QCM-D) and Surface Plasmon Resonance (SPR) analyses and confirmed via Epicocconone staining, X-Ray Photoemission Spectroscopy (XPS) and Time of Flight Secondary Ion Mass Spectrometry (ToF-SIMS) measurements and surface wettability characterizations. The bio-functionalized layers presented an enhanced activity against the adhesion of Human Serum Albumin (HSA), indicating the grafting potential of the Ranaspumin-2 bio-surfactant to produce anti-biofouling functional coatings.Peer reviewe

  • Anti-biofouling activity of Ranaspumin-2 bio-surfactant immobilized on catechol-functional PMMA thin layers prepared by atmospheric plasma deposition
    'Elsevier BV', 2019
    Co-Authors: Czuba Urszula, Quintana Robert, Lassaux Patricia, Ceccone Giacomo, BaÑuls Ciscar Jorge, Moreno-couranjou Maryline, Detrembleur Christophe, Bombera Radoslaw, Choquet Patrick
    Abstract:

    peer reviewedaudience: researcherThe deposition of polymeric thin layers bearing reactive functional groups is a promising solution to provide functionality on otherwise inert surfaces, for instance, for bioconjugation purposes. Atmospheric pressure plasma (AP plasma) deposition technology offers many advantages, such as fast deposition rates, low costs, low waste generation and suitability for coating various kind of material surfaces. In this work, the AP plasma-assisted copolymerization of methyl methacrylate (MMA) with a Vinyl Derivative of L-DOPA was studied in order to deposit coatings with reactive catechol/quinone groups suitable for protein covalent immobilization. The effect of adding a chemical cross-linker, between 0 and 2 mol%, to the monomer mixture is also studied in order to prepare robust plasma PMMA-based layers in liquid physiological media. The layer prepared with 0.2 mol% of cross-linker shows the best balance between stability in saline-buffered media and surface functionalization. Bioconjugation via the grafting of Ranaspumin-2 recombinant, a naturally occurring surfactant protein, is carried out in a single step after plasma deposition. Protein immobilization is corroborated by Quartz Crystal Microbalance with Dissipation (QCM-D) and Surface Plasmon Resonance (SPR) analyses and confirmed via Epicocconone staining, X-Ray Photoemission Spectroscopy (XPS) and Time of Flight Secondary Ion Mass Spectrometry (ToF-SIMS) measurements and surface wettability characterizations. The bio-functionalized layers presented an enhanced activity against the adhesion of Human Serum Albumin (HSA), indicating the grafting potential of the Ranaspumin-2 bio-surfactant to produce anti-biofouling functional coatings

  • Anti-biofouling activity of Ranaspumin-2 bio-surfactant immobilized on catechol-functional PMMA thin layer prepared by atmospheric plasma deposition
    ELSEVIER BV, 2019
    Co-Authors: Czuba Urszula, Quintana Robert, Lassaux Patricia, Bombera Radoslaw Wiktor, Ceccone Giacomo, BaÑuls Ciscar Jorge, Moreno-couranjou Maryline, Detrembleur Christophe, Choquet Patrick
    Abstract:

    Deposition of polymeric thin layers bearing reactive functional groups is a 1 promising solution to provide functionality on otherwise inert surfaces, for instance, for bioconjugation purposes. Atmospheric pressure plasma (AP plasma) deposition technology offers many advantages as fast deposition rates, low cost, low waste generation and suitability for coating various kind of material surfaces. In this work, the AP plasma assisted copolymerization of methyl methacrylate (MMA) with a Vinyl Derivative of L-DOPA is studied to deposit coatings with reactive catechol/quinone groups suitable for protein covalent immobilization. The effect of adding to the monomer mixture a chemical cross-linker, between 0 and 2 mol%, is also studied to prepare robust plasma PMMA-based layers in liquid physiological media. The layer prepared with 0.2 mol% of cross-linker shows the best balance between stability in saline buffered media and surface functionalization. Bioconjugation via grafting of Ranaspumin-2 recombinant, a natural occurring surfactant protein, is carried out in a single step after plasma deposition. Protein immobilization is corroborated by Quartz Crystal Microbalance with Dissipation (QCM-D) and Surface Plasmon Resonance (SPR) analyses and confirmed via Epicocconone staining, X-Ray Photoemission Spectroscopy (XPS) and Time of Flight Secondary Ion Mass Spectrometry (ToF-SIMS) measurements and surface wettability characterizations. The bio-functionalized layers presented an enhanced activity against the adhesion of Human Serum Albumin (HSA) indicating the potential of grafting of Ranaspumin 2 bio-surfactant to produce anti-biofouling functional coatings.JRC.F.2-Consumer Products Safet

S. A. Mitchenko - One of the best experts on this subject based on the ideXlab platform.

  • Formation and thermodynamic stability of novel methyl–Vinyl Derivatives of PtIV as possible intermediates for Csp3–Csp2 cross-coupling
    Journal of Organometallic Chemistry, 2014
    Co-Authors: S. A. Mitchenko, O. V. Khazipov, Elena S. Mitchenko, T. V. Krasnyakova
    Abstract:

    Abstract Methyl–Vinyl Derivatives of Pt IV were obtained in a sequence of the reactions of methyl iodide oxidative addition to Pt II iodo complexes followed by iodoplatination of C–C triple bond of R 1 C CR 2 (R 1  = Ph, R 2  = C(O)OC 2 H 5 ; R 1  = R 2  = C(O)OCH 3 ) in acetone solution under excess of I − . In the reaction of the ethyl phenylpropiolate equilibrium formation of Pt IV methyl–Vinyl Derivative occurs. The reaction is highly exothermic, Δ H  = –(81 ± 7) kJ/mol, and this provides a favorable thermodynamics even though a significant decrease in entropy, Δ S  = −(249 ± 23) J/(K mol). In the reaction of dimethyl acetylenedicarboxylate the chelate metallocycle is quantitatively formed. The quantitative yield of the organometallic product is explained by more favorable thermodynamics of the reaction: chelation of the metal center by the oxygen atom of the carboxymethyl group in the σ-Vinyl ligand forming metallocycle provides an additional stabilization of the product. In the formed organoplatinum compounds Vinyl and methyl ligands are located in the mutual cis -positions, which is essential for further accomplishment of Csp 3 –Csp 2 coupling reaction.

  • Platinum-catalyzed addition of iodomethane to acetylene
    Russian Chemical Bulletin, 2013
    Co-Authors: S. A. Mitchenko, O. V. Khazipov, T. V. Krasnyakova
    Abstract:

    The reaction of iodomethane and acetylene in the presence of PtII and NaI in acetone gives (E)-1-iodopropene. A possible mechanism involves the intermediate formation of a PtIV methyl Vinyl Derivative by the iodoplatination of acetylene with a reversibly formed a PtIV methyl complex and assumes the catalytic character of the process.

  • Structure and thermodynamic stability of new alkyl-Vinyl Derivative of platinum(IV) – possible intermediate of C(sp2)—C(sp3) coupling
    Theoretical and Experimental Chemistry, 2012
    Co-Authors: S. A. Mitchenko, O. V. Khazipov, T. V. Krasnyakova
    Abstract:

    Iodide complexes of PtII with an excess of I− in acetone solution react with methyl iodide and ethyl phenylpropiolate reversibly with the formation of the methyl-Vinyl Derivative with mutual cis orientation of the organic ligands. The reaction includes two stages: Oxidative addition of methyl iodide to PtII with the intermediate formation of a methyl Derivative of PtIV and iodoplatination by the latter at the C—C triple bond of the alkyne. The regioselectivity of iodoplatination agrees formally with the Markovnikov rule.

  • structure and thermodynamic stability of new alkyl Vinyl Derivative of platinum iv possible intermediate of c sp2 c sp3 coupling
    Theoretical and Experimental Chemistry, 2012
    Co-Authors: S. A. Mitchenko, O. V. Khazipov, T. V. Krasnyakova
    Abstract:

    Iodide complexes of PtII with an excess of I− in acetone solution react with methyl iodide and ethyl phenylpropiolate reversibly with the formation of the methyl-Vinyl Derivative with mutual cis orientation of the organic ligands. The reaction includes two stages: Oxidative addition of methyl iodide to PtII with the intermediate formation of a methyl Derivative of PtIV and iodoplatination by the latter at the C—C triple bond of the alkyne. The regioselectivity of iodoplatination agrees formally with the Markovnikov rule.

  • Structure and thermodynamic stability of new alkyl-Vinyl Derivative of platinum(IV) – possible intermediate of C(sp ^ 2 )—C(sp ^ 3 ) coupling
    Theoretical and Experimental Chemistry, 2012
    Co-Authors: S. A. Mitchenko, O. V. Khazipov, T. V. Krasnyakova
    Abstract:

    Iodide complexes of Pt^II with an excess of I^− in acetone solution react with methyl iodide and ethyl phenylpropiolate reversibly with the formation of the methyl-Vinyl Derivative with mutual cis orientation of the organic ligands. The reaction includes two stages: Oxidative addition of methyl iodide to Pt^II with the intermediate formation of a methyl Derivative of Pt^IV and iodoplatination by the latter at the C—C triple bond of the alkyne. The regioselectivity of iodoplatination agrees formally with the Markovnikov rule.

Josemanuel Lloris - One of the best experts on this subject based on the ideXlab platform.

Czuba Urszula - One of the best experts on this subject based on the ideXlab platform.

  • Anti-biofouling activity of Ranaspumin-2 bio-surfactant immobilized on catechol-functional PMMA thin layers prepared by atmospheric plasma deposition
    2019
    Co-Authors: Czuba Urszula, Quintana Robert, Lassaux Patricia, Ceccone Giacomo, BaÑuls Ciscar Jorge, Moreno-couranjou Maryline, Detrembleur Christophe, Bombera Radoslaw, Choquet Patrick
    Abstract:

    The deposition of polymeric thin layers bearing reactive functional groups is a promising solution to provide functionality on otherwise inert surfaces, for instance, for bioconjugation purposes. Atmospheric pressure plasma (AP plasma) deposition technology offers many advantages, such as fast deposition rates, low costs, low waste generation and suitability for coating various kind of material surfaces. In this work, the AP plasma-assisted copolymerization of methyl methacrylate (MMA) with a Vinyl Derivative of L-DOPA was studied in order to deposit coatings with reactive catechol/quinone groups suitable for protein covalent immobilization. The effect of adding a chemical cross-linker, between 0 and 2 mol%, to the monomer mixture is also studied in order to prepare robust plasma PMMA-based layers in liquid physiological media. The layer prepared with 0.2 mol% of cross-linker shows the best balance between stability in saline-buffered media and surface functionalization. Bioconjugation via the grafting of Ranaspumin-2 recombinant, a naturally occurring surfactant protein, is carried out in a single step after plasma deposition. Protein immobilization is corroborated by Quartz Crystal Microbalance with Dissipation (QCM-D) and Surface Plasmon Resonance (SPR) analyses and confirmed via Epicocconone staining, X-Ray Photoemission Spectroscopy (XPS) and Time of Flight Secondary Ion Mass Spectrometry (ToF-SIMS) measurements and surface wettability characterizations. The bio-functionalized layers presented an enhanced activity against the adhesion of Human Serum Albumin (HSA), indicating the grafting potential of the Ranaspumin-2 bio-surfactant to produce anti-biofouling functional coatings.Peer reviewe

  • Anti-biofouling activity of Ranaspumin-2 bio-surfactant immobilized on catechol-functional PMMA thin layers prepared by atmospheric plasma deposition
    'Elsevier BV', 2019
    Co-Authors: Czuba Urszula, Quintana Robert, Lassaux Patricia, Ceccone Giacomo, BaÑuls Ciscar Jorge, Moreno-couranjou Maryline, Detrembleur Christophe, Bombera Radoslaw, Choquet Patrick
    Abstract:

    peer reviewedaudience: researcherThe deposition of polymeric thin layers bearing reactive functional groups is a promising solution to provide functionality on otherwise inert surfaces, for instance, for bioconjugation purposes. Atmospheric pressure plasma (AP plasma) deposition technology offers many advantages, such as fast deposition rates, low costs, low waste generation and suitability for coating various kind of material surfaces. In this work, the AP plasma-assisted copolymerization of methyl methacrylate (MMA) with a Vinyl Derivative of L-DOPA was studied in order to deposit coatings with reactive catechol/quinone groups suitable for protein covalent immobilization. The effect of adding a chemical cross-linker, between 0 and 2 mol%, to the monomer mixture is also studied in order to prepare robust plasma PMMA-based layers in liquid physiological media. The layer prepared with 0.2 mol% of cross-linker shows the best balance between stability in saline-buffered media and surface functionalization. Bioconjugation via the grafting of Ranaspumin-2 recombinant, a naturally occurring surfactant protein, is carried out in a single step after plasma deposition. Protein immobilization is corroborated by Quartz Crystal Microbalance with Dissipation (QCM-D) and Surface Plasmon Resonance (SPR) analyses and confirmed via Epicocconone staining, X-Ray Photoemission Spectroscopy (XPS) and Time of Flight Secondary Ion Mass Spectrometry (ToF-SIMS) measurements and surface wettability characterizations. The bio-functionalized layers presented an enhanced activity against the adhesion of Human Serum Albumin (HSA), indicating the grafting potential of the Ranaspumin-2 bio-surfactant to produce anti-biofouling functional coatings

  • Anti-biofouling activity of Ranaspumin-2 bio-surfactant immobilized on catechol-functional PMMA thin layer prepared by atmospheric plasma deposition
    ELSEVIER BV, 2019
    Co-Authors: Czuba Urszula, Quintana Robert, Lassaux Patricia, Bombera Radoslaw Wiktor, Ceccone Giacomo, BaÑuls Ciscar Jorge, Moreno-couranjou Maryline, Detrembleur Christophe, Choquet Patrick
    Abstract:

    Deposition of polymeric thin layers bearing reactive functional groups is a 1 promising solution to provide functionality on otherwise inert surfaces, for instance, for bioconjugation purposes. Atmospheric pressure plasma (AP plasma) deposition technology offers many advantages as fast deposition rates, low cost, low waste generation and suitability for coating various kind of material surfaces. In this work, the AP plasma assisted copolymerization of methyl methacrylate (MMA) with a Vinyl Derivative of L-DOPA is studied to deposit coatings with reactive catechol/quinone groups suitable for protein covalent immobilization. The effect of adding to the monomer mixture a chemical cross-linker, between 0 and 2 mol%, is also studied to prepare robust plasma PMMA-based layers in liquid physiological media. The layer prepared with 0.2 mol% of cross-linker shows the best balance between stability in saline buffered media and surface functionalization. Bioconjugation via grafting of Ranaspumin-2 recombinant, a natural occurring surfactant protein, is carried out in a single step after plasma deposition. Protein immobilization is corroborated by Quartz Crystal Microbalance with Dissipation (QCM-D) and Surface Plasmon Resonance (SPR) analyses and confirmed via Epicocconone staining, X-Ray Photoemission Spectroscopy (XPS) and Time of Flight Secondary Ion Mass Spectrometry (ToF-SIMS) measurements and surface wettability characterizations. The bio-functionalized layers presented an enhanced activity against the adhesion of Human Serum Albumin (HSA) indicating the potential of grafting of Ranaspumin 2 bio-surfactant to produce anti-biofouling functional coatings.JRC.F.2-Consumer Products Safet