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Synthesis of new α‐aminophosphonates using nanoscale nickel‐based metal–organic framework as a heterogeneous catalyst and their antibacterial activity
Author(s) -
Rasal Sarika A.,
Dhavan Pratik P.,
Jadhav Bhaskar L.,
Shimpi Navinchandra G.
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.5317
Subject(s) - chemistry , catalysis , aniline , antibacterial activity , nickel , thermogravimetry , nuclear chemistry , fourier transform infrared spectroscopy , organic chemistry , inorganic chemistry , chemical engineering , bacteria , engineering , biology , genetics
An elegant approach was presented for the synthesis of novel α‐aminophosphonates: a three‐component one‐pot condensation of 3‐(trifluoromethyl)aniline, substituted aromatic aldehydes, and diethyl phosphite using a nickel‐based metal–organic framework (Ni‐MOF). The Ni‐MOF was synthesized using 4,4′‐biphenyldicarboxylic acid and further characterized using various techniques such as X‐ray diffraction, Fourier‐transform infrared, thermogravimetry/differential thermal analysis, Brunauer–Emmett–Teller, and field‐emission scanning electron microscopy analyses. Ni‐MOF seems to be an eco‐friendly, an easily recyclable, and heterogeneous catalyst up to the eighth run with minimal reduction in its catalytic activity. The synthesized α‐aminophosphonates were also investigated for antibacterial and antioxidant activities. In few cases, compounds 4a–4x show similar as well as higher antibacterial activity. Among the synthesized α‐aminophosphonates, 4a–4x had more potent antibacterial activity against pathogenic bacteria while compounds 4h, 4m, 4n, 4q, 4u, 4v, and 4w exhibited significant antioxidant activity.