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Enantioselective synthesis of 3‐amino‐1‐aryl‐1 H ‐benzo[ f ]chromene‐2‐carbonitrile derivatives by Fe 3 O 4 @PS‐arginine as an efficient chiral magnetic nanocatalyst
Author(s) -
Kargar Karkhah Maryam,
Kefayati Hassan,
Shariati Shahab
Publication year - 2019
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.5139
Subject(s) - chemistry , enantioselective synthesis , catalysis , thermogravimetric analysis , aryl , yield (engineering) , nuclear chemistry , transmission electron microscopy , fourier transform infrared spectroscopy , solvent , organic chemistry , nanotechnology , chemical engineering , materials science , alkyl , engineering , metallurgy
A novel chiral magnetic nanocatalyst was prepared by the surface modification of Fe 3 O 4 magnetic nanoparticles (MNPs) with a chloropropylsilane and further by arginine to form Fe 3 O 4 @propylsilan‐arginine (Fe 3 O 4 @PS‐Arg). After the structural confirmation of Fe 3 O 4 @PS‐Arg synthesized MNPs by Fourier transform‐infrared, X‐ray diffraction, field emission‐scanning electron microscopy, transmission electron microscopy, vibrating‐sample magnetometry and thermogravimetric analyses, their catalytic activity was evaluated for one‐pot enantioselective synthesis of 3‐amino‐1‐aryl‐1 H ‐benzo[ f ]chromene‐2‐carbonitrile derivatives. The results showed that in the presence of 0.07 g Fe 3 O 4 @PS‐Arg nanocatalyst and ethanol as solvent, the best reaction yield (96%) was obtained in the least time (5 min). Easy operation, reusability and stability, short reaction time, high reaction yields and good enantioselectivity are the major advantages of the newly synthesized nanocatalyst. Also, this study provides a novel strategy for further research and investigation on the synthesis of new reusable enantioselective catalysts and chiral compounds.