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Synthesis, characterization, and applications of novel Co( II )‐pyridoxal phosphate‐Schiff base/ SBA ‐15 as a nanocatalyst for the green synthesis of benzothiazole heterocycles
Author(s) -
Yari Hassan,
Dehkharghani Rahebeh A.,
Bardajee Ghasem R.,
AkbarzadehT Niloufar
Publication year - 2020
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201900518
Subject(s) - chemistry , schiff base , benzothiazole , mesoporous silica , mesoporous material , thermogravimetric analysis , catalysis , nuclear chemistry , cobalt , fourier transform infrared spectroscopy , inorganic chemistry , polymer chemistry , organic chemistry , chemical engineering , engineering
Mesoporous heterogeneous santa barbara amorphous (SBA)‐15‐supported cobalt complex, as a novel nanocatalyst containing N–O chelating Schiff‐base ligand was successfully synthesized by the reaction of SBA‐15 and Cobalt(II)‐Schiff‐base complex. The Co(II)‐Schiff base complex also was prepared for the first time, by the reaction of pyridoxal 5′‐phosphate or PLP (biological active form of vitamin B6), 3‐(aminopropyl)‐triethoxysilane in methanol that complexation with CoCl 2 . The subsequent grafting of entitled complex to SBA‐15 afforded Co(II)‐PLP‐Schiff base/SBA‐15 mesoporous catalyst. Characterization of the product was carried out with powder X‐ray diffraction, Brunauer–Emmett–Teller nitrogen adsorption–desorption, transmission electron microscopy, scanning electron microscopy, thermogravimetric analysis, atomic absorption spectroscopy, and inductively coupled plasma, Fourier‐transform infrared spectroscopy. The results revealed the retention of the textural properties and hexagonally uniform structures of SBA‐15 during the grafting procedure. This nanocatalyst was applied successfully for one‐pot synthesis of various benzothiazole heterocycles under green conditions. This catalyst is an active, reusable, and stable nanomaterial with no leaching of metal ions to the reaction medium. It was used for the synthesis of desired benzothiazole heterocycles by the cyclo‐condensation of aryl‐aldehydes with 2‐aminothiophenol with good to excellent yields and under green conditions.