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Natural Polymer‐Based Copper/ Sandarac Resin Catalyzed Regioselective One‐Pot Synthesis of 1,4‐Disubstituted 1,2,3‐Triazoles under Ultrasonic Irradiation
Author(s) -
Faeghi Faezeh,
Javanshir Shahrzad,
Molaei Shiva
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802213
Subject(s) - x ray photoelectron spectroscopy , catalysis , copper , materials science , scanning electron microscope , fourier transform infrared spectroscopy , nuclear chemistry , sodium azide , azide , chemical engineering , polymer chemistry , chemistry , organic chemistry , composite material , metallurgy , engineering
A simple ultrasonic‐assisted method was developed for click synthesize of natural polymer based copper/sandarac resin (CuO/SD) by linking two different unit sandarac resin powder and Cu(CH 3 COO) 2 . The CuO/SD nanocomposite was characterized by Fourier‐transform infrared spectroscopy (FT‐IR), scanning electron microscopy (SEM), X‐ray photoelectron spectroscopy (XPS), energy‐dispersive X‐ray spectroscopy (EDX) and X‐ray diffraction (XRD). All these analysis, showed that the surface of sandarac resin was uniformly covered by a layer of CuO nanoplates. Subsequently, its catalytic activity was studied in the synthesis of 1,4‐disubstituted 1,2,3‐triazoles via a one‐pot three‐component reaction among benzyl halides, sodium azide and terminal alkynes in water under ultrasonic irradiation. The reduction of copper (II) complexes of terpene acids to catalytic species Cu (I) occurred under ultrasonic conditions during cavitation. The use of natural CuO/SD catalyst in combination with ultrasonic irradiation eliminated the need of a reducing agent, moreover, it is easily separable, and recyclable so made this already efficacious click reaction, even more user‐friendly.