Articles producció científica> Química Física i Inorgànica

Synthesis of β2,2-Amino esters via Rh-Catalysed Regioselective Hydroaminomethylation

  • Datos identificativos

    Identificador: imarina:5818675
    Autores:
    Cunillera ARuiz AGodard C
    Resumen:
    © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim The synthesis of β2,2-amino esters was successfully achieved via Rh-catalysed regioselective hydroaminomethylation of methyl methacrylate with secondary amines using the neutral precursor [Rh(acac)(CO)2]. In this process, the presence of molecular sieves revealed crucial in order to access the final amino ester. For the synthesis of products containing aniline derivatives, the use of the cationic precursor [Rh(COD)2]BF4 and MeCgPPh phosphine as ligand was necessary in a mixture of toluene/DCE as solvent. Effects of the steric and electronic properties of the amines were observed during this study. Interestingly, poisoning effect of CO in the hydrogenation of the imine intermediate was observed when benzyl amine was used. (Figure presented.).
  • Otros:

    Autor según el artículo: Cunillera A; Ruiz A; Godard C
    Departamento: Química Física i Inorgànica
    Autor/es de la URV: Godard, Cyril / Ruiz Manrique, Maria Aurora
    Código de proyecto: CTQ2016-75016-R
    Palabras clave: Β-amino acids Tandem Recent progress Intermolecular amination Hydrogenation Hydroformylation Hydroaminomethylation Derivatives Bonds Beta-amino acids Asymmetric hydrogenation ?-amino acids
    Resumen: © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim The synthesis of β2,2-amino esters was successfully achieved via Rh-catalysed regioselective hydroaminomethylation of methyl methacrylate with secondary amines using the neutral precursor [Rh(acac)(CO)2]. In this process, the presence of molecular sieves revealed crucial in order to access the final amino ester. For the synthesis of products containing aniline derivatives, the use of the cationic precursor [Rh(COD)2]BF4 and MeCgPPh phosphine as ligand was necessary in a mixture of toluene/DCE as solvent. Effects of the steric and electronic properties of the amines were observed during this study. Interestingly, poisoning effect of CO in the hydrogenation of the imine intermediate was observed when benzyl amine was used. (Figure presented.).
    Áreas temáticas: Química Organic chemistry Materiais Engenharias iv Engenharias ii Ciências biológicas ii Ciência de alimentos Chemistry, organic Chemistry, applied Catalysis Biodiversidade Astronomia / física
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 16154150
    Direcció de correo del autor: mariaaurora.ruiz@urv.cat cyril.godard@urv.cat
    Identificador del autor: 0000-0002-1563-292X 0000-0001-5762-4904
    Fecha de alta del registro: 2023-02-18
    Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
    Enlace a la fuente original: https://onlinelibrary.wiley.com/doi/full/10.1002/adsc.201900642
    Programa de financiación: PROGRAMA ESTATAL DE INVESTIGACIÓN, DESARROLLO E INNOVACIÓN ORIENTADA A LOS RETOS DE LA SOCIEDAD
    Referencia al articulo segun fuente origial: Advanced Synthesis & Catalysis. 361 (18): 4201-4207
    Referencia de l'ítem segons les normes APA: Cunillera A; Ruiz A; Godard C (2019). Synthesis of β2,2-Amino esters via Rh-Catalysed Regioselective Hydroaminomethylation. Advanced Synthesis & Catalysis, 361(18), 4201-4207. DOI: 10.1002/adsc.201900642
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    Acrónimo: ECO2VALCAT
    DOI del artículo: 10.1002/adsc.201900642
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2019
    Acción del progama de financiación: VALORIZACION EFICIENTE DE CO2 A COMBUSTIBLES Y COMPUESTOS DE ALTO VALOR AÑADIDO MEDIANTE CATALISIS HOMOGENEA Y NANO-CATALISIS
    Tipo de publicación: Journal Publications
  • Palabras clave:

    Catalysis,Chemistry, Applied,Chemistry, Organic,Organic Chemistry
    Β-amino acids
    Tandem
    Recent progress
    Intermolecular amination
    Hydrogenation
    Hydroformylation
    Hydroaminomethylation
    Derivatives
    Bonds
    Beta-amino acids
    Asymmetric hydrogenation
    ?-amino acids
    Química
    Organic chemistry
    Materiais
    Engenharias iv
    Engenharias ii
    Ciências biológicas ii
    Ciência de alimentos
    Chemistry, organic
    Chemistry, applied
    Catalysis
    Biodiversidade
    Astronomia / física
  • Documentos:

  • Cerca a google

    Search to google scholar