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Design, preparation, and characterization of Fe 3 O 4 nanoparticles encapsulating β ‐cyclodextrin‐bearing guanidine as a highly efficient and reusable heterogeneous base catalyst for synthesis of 3,4‐dihydropyrano[3,2‐ c ]chromenes
Author(s) -
Rahmatinejad Soraya,
Naeimi Hossein
Publication year - 2020
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.5862
Subject(s) - chemistry , catalysis , guanidine , thermogravimetric analysis , malononitrile , heterogeneous catalysis , nanoparticle , nanocomposite , infrared spectroscopy , fourier transform infrared spectroscopy , chemical engineering , organic chemistry , combinatorial chemistry , nuclear chemistry , engineering
Chromene substructure is an important structural motif present in a variety of medicines, natural products, and materials showing biological activities. Here, a simple and convenient procedure for the synthesis of 3,4‐dihydropyrano[3,2‐ c ]chromene derivatives is described. For this purpose, Fe 3 O 4 nanoparticles supported on β ‐cyclodextrin‐guanidine were successfully prepared and used as catalyst. The structure of this catalyst was assigned by Fourier transform infrared spectroscopy, X‐ray diffraction, scanning electron microscopy, thermal gravimetric analysis, and vibrating sample magnetometer techniques. The prepared nanocomposites were used as a highly active, heterogeneous, and reusable nanocatalyst for the one‐pot, three‐component reaction of 4‐hydroxycoumarin, aromatic aldehydes, and ethyl cyanoacetate. This method has advantages such as mild conditions, high yields, easy workup and simple purification of products, little catalyst loading, cost efficiency, and reusability of the catalyst.