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Superparamagnetic core‐shell metal–organic framework Fe 3 O 4 @Ni‐MOF as efficient catalyst for oxidation of 1,4‐dihydropyridines using hydrogen peroxide
Author(s) -
Janani Marzieh,
Senejani Masumeh Abdoli,
Isfahani Tahereh Momeni
Publication year - 2021
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.6350
Subject(s) - catalysis , chemistry , hydrogen peroxide , superparamagnetism , thermogravimetric analysis , metal organic framework , yield (engineering) , metal , nanoparticle , heterogeneous catalysis , nuclear chemistry , inorganic chemistry , nanotechnology , organic chemistry , materials science , magnetization , adsorption , physics , quantum mechanics , magnetic field , metallurgy
A facile and efficient method was described for oxidation of some 3,5‐diacyl or 3,5‐diester 1,4‐dihydropyridines using H 2 O 2 in the presence of superparamagnetic core‐shell metal–organic framework Fe 3 O 4 @Ni‐MOF. The Fe 3 O 4 @Ni‐MOF has been obtained by Step‐by‐Step method in which magnetic Fe 3 O 4 magnetic nanoparticles were coated with Ni‐MOF using a mercaptoacetic acid linker. The synthesized catalyst was characterized using thermogravimetric analysis, FT‐IR spectroscopy, powder X‐ray diffraction, field emission scanning electron microscopy and energy‐dispersive X‐ray analysis. The novel superparamagnetic core‐shell metal–organic framework Fe 3 O 4 @Ni‐MOF revealed high efficiency for oxidation of various 1,4‐dihydropyridines using hydrogen peroxide. The Box–Behnken design matrix and the response surface method were applied to investigate the optimization of the reaction conditions. The conditions for optimal reaction yield and time were: amount of catalyst ≈17 mmol, temperature ≈78°C and amount of hydrogen peroxide ≈ 1 ml. A variety of 3,5‐diacyl or 3,5‐diester 1,4‐dihydropyridines with different substituted functional groups have been converted to corresponding pyridines with good to excellent isolated yields using H 2 O 2 and Fe 3 O 4 @Ni‐MOF. The catalyst was reused up to five times for the oxidation of 1,4‐dihydropyridines without a significant loss in catalytic activity. The short reaction times, simplicity of method, good to excellent yields and reusability of catalyst were some advantages of the proposed procedure.