Abstract
Four new Macrocyclic Hydrazone Schiff bases were synthesized by condensation of intermediate compounds: 1,6- bis (2-formyl-phenyl) hexane, 1,6-bis (2-acetyl-phenyl)hexane(V), α,α’-bis(2-carboxyaldehyde phenoxy) xylene(VI), and 1,7-bis (2-formyl-phenyl)-1,4,7-trioxaheptane(VII) with 1,3-Dithio-carbohydrazide(III) in the molar ratio (2:2) in DMF. Identification of these macrocyclic Schiff bases ligands (VIII, IX, X, XI). The Schiff bases were checked by different spectral technique (LC-MS, 1H-NMR, IR, elemental analyses). These compounds were tested to determine their ability to inhibit corrosion of mild steel in 1M H2SO4 by Electrochemical measurements. The new Macrocyclic Hydrazone Schiff Bases were studied for antibacterial activities against Gram positive (Bacillus subtilis and Staphylococcus aureus) and Gram negative (Salmonella typhi and Escherichia coli). The compound ligands exhibited a variable activity of inhibition on the growth of the bacteria.
Highlights
IntroductionSchiff bases are widely studied and used in the fields of organic synthesis and metal ion complex [1,2] for a number of reasons: their physiological and pharmacological activities [3,4,5] their use in ion selective electrodes [6,7,8,9,10,11], in the determination of heavy metals ions in environmental samples [12], in the extraction of metals ions [13,14] and their many catalytic applications e.g., for epoxidation of olefins, alkene cyclopropanation [15,16] trimethylsilylcyanation of ketones [17] asymmetric oxidation of methyl phenyl sulfide enantioselective epoxidation of silylenol [18] and ring-opening Polymerization of lactide [19]
The additional donor sites make them more flexible and versatile. This versatility has made hydrazones good polydentate chelating agents that can form a variety of complexes with various transition and inner transition metals and have attracted the attention of many researchers
Many vital enzymatic reactions catalyzed by these transition metals cannot take place in the presence of hydrazones [24,25]
Summary
Schiff bases are widely studied and used in the fields of organic synthesis and metal ion complex [1,2] for a number of reasons: their physiological and pharmacological activities [3,4,5] their use in ion selective electrodes [6,7,8,9,10,11], in the determination of heavy metals ions in environmental samples [12], in the extraction of metals ions [13,14] and their many catalytic applications e.g., for epoxidation of olefins, alkene cyclopropanation [15,16] trimethylsilylcyanation of ketones [17] asymmetric oxidation of methyl phenyl sulfide enantioselective epoxidation of silylenol [18] and ring-opening Polymerization of lactide [19]. Hydrazones are special group of compounds in the Schiff bases family. They are characterized by the presence of (C=NN=C). Hydrazone Schiff bases of acyl, aroyl and heteroacroyl compounds have additional donor sites like C=O. The additional donor sites make them more flexible and versatile This versatility has made hydrazones good polydentate chelating agents that can form a variety of complexes with various transition and inner transition metals and have attracted the attention of many researchers. Various hydrazones are obtained depending on the experimental conditions; which have application as biologically active compounds [20] and as analytical reagents [21]. Many vital enzymatic reactions catalyzed by these transition metals cannot take place in the presence of hydrazones [24,25]. Hydrazones act as herbicides, insecticides, nematicides, rodenticides, plant growth regulators growth regulators
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