Zeolite Encapsulated Fe-poprhyrin for Catalytic Oxidation with Iodobenzene Diacetate (PhI(OAc)2)
Author(s) -
Gholamreza Karimipour,
Maryam Mohammadzadeh Rezaei,
Davoud Ashouri
Publication year - 2017
Publication title -
journal of the mexican chemical society
Language(s) - Spanish
Resource type - Journals
SCImago Journal Rank - 0.172
H-Index - 22
ISSN - 2594-0317
DOI - 10.29356/jmcs.v57i4.190
Subject(s) - catalysis , iodobenzene , chemistry , nuclear chemistry , dehydrogenation , zeolite , medicinal chemistry , selectivity , cyclohexene , benzophenone , infrared spectroscopy , inorganic chemistry , polymer chemistry , organic chemistry
meso-Tetrakis(3-pyridyl)porphyrinatoiron(III) chloride encapsulated on NaY Zeolite (Fe(T-3-PyP)@NaY) was synthesized as a heterogeneous "ship-in-a-bottle" type catalyst and characterized by Fourier transform infrared (FT-IR), atomic absorption (AA), diffused reflectance UV-Vis (DR UV-Vis), X-ray diffraction (XRD) and scanning electron microscopy (SEM) analysis. The catalytic activity of Fe(T-3-PyP)@NaY was examined for the epoxidation of cyclohexene by PhI(OAc) 2 in CH 3 CN/H 2 O (5:1) and compared to that of Fe(T- 3-PyP) as a homogenous catalyst. We found that the heterogeneous catalyst Fe(T-3-PyP)@NaY was stable and reusable for several times, and provided a mild condition and exhibited high activity and selectivity in the oxidation of alkenes to epoxides(16-94%). As representative examples for the use of Fe(T-3-PyP)@NaY/ PhI(OAc) 2 in organic oxidations, oxidation of 4-nitrobenzylalcohol to 4-nitrobenzaldehyde (97 %), oxidative dehydrogenation of diethyl 4-(2,6-dichlorophenyl)- 2,6-dimethyl- 1,4-dihydro-3,5-pyridinedicarboxylate to the corresponding pyridine (100 %), diphenylacetic acid to benzophenone (64 %) was achieved. Resumen. Se sintetizo el catalizador cloruro de meso-Tetrakis(3-p yridyl)porphyrinatohierro(III) encapsulado en zeolita NaY (Fe(T-3- PyP)@NaY) mediante la tecnica "barco en la botella" y se caracterizo por infrarrojo con transformada de Fourier (FT-IR), absorcion atomica (AA), UV-vis con reflectancia difusa (DR UV-Vis), difraccion de rayos X (XRD) y microscopia electronica de barrido (SEM). La actividad catalitica de Fe(T-3-PyP)@NaY se examino mediante la opoxidacion de ciclohexeno por PhI(OAc) 2 en CH 3 CN/H 2 O (5:1) y se comparo con la de Fe(T-3-PyP) como catalizador homogeneo. Encontramos que el catalizador heterogeneo Fe(T-3-PyP)@NaY fue estable y reusable en varias ocasiones, permitiendo condiciones suaves de reaccion ademas de exhibir actividad elevada y buena selectividad en la oxidacion de alquenos a epoxidos (16-94%). Citamos como ejemplos representativos del uso de Fe(T-3-PyP)@NaY/ PhI(OAc) 2 para las reacciones de oxidacion la transformacion de 4-nitrobencilalcohol a 4-nitrobenzaldehido (97 %), la deshidrogenacion oxidativa de dietil 4-(2,6-diclorofenil)-2,6-dimetil-1,4-dihidro-3,5-piridindicarboxilato a la piridina correspondiente (100 %) y la obtencion de benzofenona a partir de acido difenilacetico (64 %). Palabras clave: Metaloporfirina, zeolita, catalizador, encapsulacion, oxidacion.
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