Phosphorus Schiff base ligand and its complexes: Experimental and theoretical investigations

A phosphorus‐containing Schiff base was prepared from bis{3‐[2‐(4‐amino‐1,5‐dimethyl‐2‐phenylpyrazol‐3‐ylideneamino)ethyl]indol‐1‐ylmethyl}phosphinic acid and paraformaldehyde as a novel antibacterial compound. The reaction of the Schiff base ligand with VO(IV), Ni(II), Co(II), Cu(II), Zn(II), Cd(II...

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Veröffentlicht in:Applied organometallic chemistry 2020-04, Vol.34 (4), p.n/a
Hauptverfasser: Suleman, Veyan Taher, Al‐Hamdani, Abbas Ali Salih, Ahmed, Suzan Duraid, Jirjees, Vian Yamin, Khan, Mohammad Ehtisham, Dib, Adnan, Al Zoubi, Wail, Ko, Young Gun
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container_title Applied organometallic chemistry
container_volume 34
creator Suleman, Veyan Taher
Al‐Hamdani, Abbas Ali Salih
Ahmed, Suzan Duraid
Jirjees, Vian Yamin
Khan, Mohammad Ehtisham
Dib, Adnan
Al Zoubi, Wail
Ko, Young Gun
description A phosphorus‐containing Schiff base was prepared from bis{3‐[2‐(4‐amino‐1,5‐dimethyl‐2‐phenylpyrazol‐3‐ylideneamino)ethyl]indol‐1‐ylmethyl}phosphinic acid and paraformaldehyde as a novel antibacterial compound. The reaction of the Schiff base ligand with VO(IV), Ni(II), Co(II), Cu(II), Zn(II), Cd(II), Hg(II), Pd(II) and Pt(IV) led to binuclear species of metal complexes, depending on the ratio of metal ion and ligand. The ligand and its complexes were investigated using elemental analysis, Fourier transform infrared, 1H NMR, 13C NMR, UV–visible and mass spectra, thermogravimetric analysis, conductivity measurements and thermal analysis. The results showed that the Schiff base behaves as a tetradentate ligand; moreover, on the basis of conductance results, of all the prepared complexes are non‐electrolytes, excepting the Pt(IV) complex. The metal complexes were found to be formed with a metal‐to‐ligand ratio of 2:1, except for the Pt(IV) complex with a ratio of 1:1. The activation thermodynamic parameters (ΔE*, ΔH*, ΔS*, ΔG* and K) and the activation energy of thermal decomposition were determined from thermogravimetric analysis using the Coats–Redfern method. The biological activities of the metal complexes were screened against the growth of bacteria and fungi in vitro to assess the antimicrobial potential and study the toxicity of the compounds. The prepared compounds have noteworthy antimicrobial properties. A phosphorus‐containing Schiff base was prepared from bis{3‐[2‐(4‐amino‐1,5‐dimethyl‐2‐phenylpyrazol‐3‐ylidenea ino)ethyl]indol‐1‐ylmethyl}phosphinic acid and paraformaldehyde as a novel antibacterial compound.
doi_str_mv 10.1002/aoc.5546
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The reaction of the Schiff base ligand with VO(IV), Ni(II), Co(II), Cu(II), Zn(II), Cd(II), Hg(II), Pd(II) and Pt(IV) led to binuclear species of metal complexes, depending on the ratio of metal ion and ligand. The ligand and its complexes were investigated using elemental analysis, Fourier transform infrared, 1H NMR, 13C NMR, UV–visible and mass spectra, thermogravimetric analysis, conductivity measurements and thermal analysis. The results showed that the Schiff base behaves as a tetradentate ligand; moreover, on the basis of conductance results, of all the prepared complexes are non‐electrolytes, excepting the Pt(IV) complex. The metal complexes were found to be formed with a metal‐to‐ligand ratio of 2:1, except for the Pt(IV) complex with a ratio of 1:1. The activation thermodynamic parameters (ΔE*, ΔH*, ΔS*, ΔG* and K) and the activation energy of thermal decomposition were determined from thermogravimetric analysis using the Coats–Redfern method. The biological activities of the metal complexes were screened against the growth of bacteria and fungi in vitro to assess the antimicrobial potential and study the toxicity of the compounds. The prepared compounds have noteworthy antimicrobial properties. A phosphorus‐containing Schiff base was prepared from bis{3‐[2‐(4‐amino‐1,5‐dimethyl‐2‐phenylpyrazol‐3‐ylidenea ino)ethyl]indol‐1‐ylmethyl}phosphinic acid and paraformaldehyde as a novel antibacterial compound.</description><identifier>ISSN: 0268-2605</identifier><identifier>EISSN: 1099-0739</identifier><identifier>DOI: 10.1002/aoc.5546</identifier><language>eng</language><publisher>Chichester: Wiley Subscription Services, Inc</publisher><subject>Antibacterial materials ; bioactivity ; Cadmium ; Chemical analysis ; Chemistry ; Coordination compounds ; Copper ; Electrolytes ; Fourier transforms ; Imines ; Infrared analysis ; Ligands ; Mass spectra ; Mercury compounds ; metal complexes ; Nickel ; NMR ; Nuclear magnetic resonance ; Palladium ; phosphor ; Phosphorus ; Platinum ; Resistance ; spectra ; thermal ; Thermal analysis ; Thermal decomposition ; Thermogravimetric analysis ; Toxicity ; Zinc</subject><ispartof>Applied organometallic chemistry, 2020-04, Vol.34 (4), p.n/a</ispartof><rights>2020 John Wiley &amp; Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3306-3051491bd9f4960bccb4f8edb2acff89e716799af0629a1178bd72f9eab8ccbe3</citedby><cites>FETCH-LOGICAL-c3306-3051491bd9f4960bccb4f8edb2acff89e716799af0629a1178bd72f9eab8ccbe3</cites><orcidid>0000-0002-9959-1431 ; 0000-0001-5251-1206</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Faoc.5546$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Faoc.5546$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids></links><search><creatorcontrib>Suleman, Veyan Taher</creatorcontrib><creatorcontrib>Al‐Hamdani, Abbas Ali Salih</creatorcontrib><creatorcontrib>Ahmed, Suzan Duraid</creatorcontrib><creatorcontrib>Jirjees, Vian Yamin</creatorcontrib><creatorcontrib>Khan, Mohammad Ehtisham</creatorcontrib><creatorcontrib>Dib, Adnan</creatorcontrib><creatorcontrib>Al Zoubi, Wail</creatorcontrib><creatorcontrib>Ko, Young Gun</creatorcontrib><title>Phosphorus Schiff base ligand and its complexes: Experimental and theoretical investigations</title><title>Applied organometallic chemistry</title><description>A phosphorus‐containing Schiff base was prepared from bis{3‐[2‐(4‐amino‐1,5‐dimethyl‐2‐phenylpyrazol‐3‐ylideneamino)ethyl]indol‐1‐ylmethyl}phosphinic acid and paraformaldehyde as a novel antibacterial compound. The reaction of the Schiff base ligand with VO(IV), Ni(II), Co(II), Cu(II), Zn(II), Cd(II), Hg(II), Pd(II) and Pt(IV) led to binuclear species of metal complexes, depending on the ratio of metal ion and ligand. The ligand and its complexes were investigated using elemental analysis, Fourier transform infrared, 1H NMR, 13C NMR, UV–visible and mass spectra, thermogravimetric analysis, conductivity measurements and thermal analysis. The results showed that the Schiff base behaves as a tetradentate ligand; moreover, on the basis of conductance results, of all the prepared complexes are non‐electrolytes, excepting the Pt(IV) complex. The metal complexes were found to be formed with a metal‐to‐ligand ratio of 2:1, except for the Pt(IV) complex with a ratio of 1:1. The activation thermodynamic parameters (ΔE*, ΔH*, ΔS*, ΔG* and K) and the activation energy of thermal decomposition were determined from thermogravimetric analysis using the Coats–Redfern method. 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The biological activities of the metal complexes were screened against the growth of bacteria and fungi in vitro to assess the antimicrobial potential and study the toxicity of the compounds. The prepared compounds have noteworthy antimicrobial properties. A phosphorus‐containing Schiff base was prepared from bis{3‐[2‐(4‐amino‐1,5‐dimethyl‐2‐phenylpyrazol‐3‐ylidenea ino)ethyl]indol‐1‐ylmethyl}phosphinic acid and paraformaldehyde as a novel antibacterial compound.</abstract><cop>Chichester</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/aoc.5546</doi><tpages>16</tpages><orcidid>https://orcid.org/0000-0002-9959-1431</orcidid><orcidid>https://orcid.org/0000-0001-5251-1206</orcidid></addata></record>
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subjects Antibacterial materials
bioactivity
Cadmium
Chemical analysis
Chemistry
Coordination compounds
Copper
Electrolytes
Fourier transforms
Imines
Infrared analysis
Ligands
Mass spectra
Mercury compounds
metal complexes
Nickel
NMR
Nuclear magnetic resonance
Palladium
phosphor
Phosphorus
Platinum
Resistance
spectra
thermal
Thermal analysis
Thermal decomposition
Thermogravimetric analysis
Toxicity
Zinc
title Phosphorus Schiff base ligand and its complexes: Experimental and theoretical investigations
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