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Synthesis, characterization, density functional theory studies and antibacterial activity of a new Schiff base dioxomolybdenum(VI) complex with tryptophan as epoxidation catalyst
Author(s) -
Asgharpour Zeinab,
Farzaneh Faezeh,
Ghiasi Mina,
Azarkish Mohammad
Publication year - 2017
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.3782
Subject(s) - chemistry , schiff base , catalysis , antibacterial activity , cyclohexene , bacillus subtilis , salicylaldehyde , ligand (biochemistry) , cyclooctene , organic chemistry , polymer chemistry , nuclear chemistry , medicinal chemistry , bacteria , biochemistry , receptor , biology , genetics
A cis ‐dioxomolybdenum(VI) complex was prepared with MoO 2 (acac) 2 and a Schiff base ligand (2‐((2‐hydroxybenzylidene)amino)‐3‐(1 H ‐indol‐3‐yl)propanoic acid) derived from salicylaldehyde and l ‐tryptophan in ethanol and designated as [MoO 2 (Sal‐Tryp)(EtOH)]. It was characterized using several techniques including thermogravimetric and elemental analyses and mass, Fourier transform infrared and UV–visible spectroscopies. Theoretical calculations were performed using density functional theory for studying the molecular structure. An in vitro antibacterial activity evaluation showed that [MoO 2 (Sal‐Tryp)EtOH] complex exhibits good inhibitory effects against Gram‐positive ( Bacillus subtilis , Staphylococcus aureus ) and Gram‐negative ( Escherichia coli , Pseudomonas aeruginosa ) bacteria in comparison to standard antibacterial drugs. It was also found that [MoO 2 (Sal‐Tryp)EtOH] complex successfully catalyses the epoxidation of cyclooctene, norbornene, cyclohexene, styrene, α‐methylstyrene and trans ‐stilbene, with 45–100% conversions and 64–100% selectivities. Based on the obtained results, the heterogeneity and reusability of the catalyst seem promising.