One-pot three-component Biginelli-type reaction to synthesize 3,4-dihydropyrimidine-2-(1H)-ones catalyzed by Co phthalocyanines: Synthesis, characterization, aggregation behavior and antibacterial activity.
Identifieur interne : 000019 ( Main/Exploration ); précédent : 000018; suivant : 000020One-pot three-component Biginelli-type reaction to synthesize 3,4-dihydropyrimidine-2-(1H)-ones catalyzed by Co phthalocyanines: Synthesis, characterization, aggregation behavior and antibacterial activity.
Auteurs : Rawdha Medyouni [Tunisie] ; Wissal Elgabsi [Tunisie] ; Olfa Naouali [Tunisie] ; Antonio Romerosa [Espagne] ; Abdullah Sulaiman Al-Ayed ; Lasaad Baklouti [Tunisie] ; Naceur Hamdi [Tunisie]Source :
- Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy [ 1873-3557 ] ; 2016.
Abstract
The synthesis of a novel phthalonitrile derivative with pyridine-2-thiol and 2,4,6-trimethylphenylamine substituents functionalized groups and its peripherally tetrasubstituted cobalt phthalocyanine and cationic phthalocyanines complexes were reported. The aggregation investigations carried out in different concentrations indicate that Co Phthalocyanines compounds 3,4 do not have any aggregation behavior for the concentration range of 6×10(-4)-14×10(-6)M in DMSO. The ion binding properties of Co Phthalocyanines compounds 3,4 show the formation of stable complex with Co(2+). In addition 3,4-Dihydropyrimidin-2(1H)-one derivatives were synthesized by modified Biginelli cyclocondensation reaction catalyzed by MPc as Lewis base. The structures of the synthesized compounds have been successfully characterized by the spectroscopic methods (IR, (1)H NMR, (13C)NMR, UV-Vis, mass spectrometry, elemental analysis and NMR 2D). The influence of substrate/catalyst ratio, solvent was also investigated to find optimal reaction on this synthesis for getting the highest conversion. Different parameters were examined for finding optimal conditions of catalysis. In addition; the compounds 3-11 were investigated for antimicrobial activity. Most of them exhibited important antimicrobial activity.
DOI: 10.1016/j.saa.2016.04.045
PubMed: 27287623
Affiliations:
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Laboratory of Applied Chemistry and Natural Substances Resources and Environment, Faculty of Sciences, University of Carthage, Zarzouna-Bizerta, 7021, Tunisia.</nlm:affiliation><country xml:lang="fr">Tunisie</country><wicri:regionArea>Chemistry Department, College of Science and Arts, Qassim University, Al-Rass, Kingdom of Saudi Arabia; Laboratory of Applied Chemistry and Natural Substances Resources and Environment, Faculty of Sciences, University of Carthage, Zarzouna-Bizerta, 7021</wicri:regionArea><wicri:noRegion>7021</wicri:noRegion></affiliation></author><author><name sortKey="Hamdi, Naceur" sort="Hamdi, Naceur" uniqKey="Hamdi N" first="Naceur" last="Hamdi">Naceur Hamdi</name><affiliation wicri:level="1"><nlm:affiliation>Heterocyclic and Organometallic Chemistry Laboratory, Higher Institute of Environmental Sciences and Technology, University of Carthage, Hammam-Lif, 2050, Tunisia; Chemistry Department, College of Science and Arts, Qassim University, Al-Rass, Kingdom of Saudi Arabia. Electronic address: naceur.hamdi@isste.rnu.tn.</nlm:affiliation><country wicri:rule="url">Tunisie</country></affiliation></author></analytic><series><title level="j">Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy</title><idno type="eISSN">1873-3557</idno><imprint><date when="2016" type="published">2016</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The synthesis of a novel phthalonitrile derivative with pyridine-2-thiol and 2,4,6-trimethylphenylamine substituents functionalized groups and its peripherally tetrasubstituted cobalt phthalocyanine and cationic phthalocyanines complexes were reported. The aggregation investigations carried out in different concentrations indicate that Co Phthalocyanines compounds 3,4 do not have any aggregation behavior for the concentration range of 6×10(-4)-14×10(-6)M in DMSO. The ion binding properties of Co Phthalocyanines compounds 3,4 show the formation of stable complex with Co(2+). In addition 3,4-Dihydropyrimidin-2(1H)-one derivatives were synthesized by modified Biginelli cyclocondensation reaction catalyzed by MPc as Lewis base. The structures of the synthesized compounds have been successfully characterized by the spectroscopic methods (IR, (1)H NMR, (13C)NMR, UV-Vis, mass spectrometry, elemental analysis and NMR 2D). The influence of substrate/catalyst ratio, solvent was also investigated to find optimal reaction on this synthesis for getting the highest conversion. Different parameters were examined for finding optimal conditions of catalysis. In addition; the compounds 3-11 were investigated for antimicrobial activity. Most of them exhibited important antimicrobial activity.</div></front></TEI><affiliations><list><country><li>Espagne</li><li>Tunisie</li></country></list><tree><noCountry><name sortKey="Sulaiman Al Ayed, Abdullah" sort="Sulaiman Al Ayed, Abdullah" uniqKey="Sulaiman Al Ayed A" first="Abdullah" last="Sulaiman Al-Ayed">Abdullah Sulaiman Al-Ayed</name></noCountry><country name="Tunisie"><noRegion><name sortKey="Medyouni, Rawdha" sort="Medyouni, Rawdha" uniqKey="Medyouni R" first="Rawdha" last="Medyouni">Rawdha Medyouni</name></noRegion><name sortKey="Baklouti, Lasaad" sort="Baklouti, Lasaad" uniqKey="Baklouti L" first="Lasaad" last="Baklouti">Lasaad Baklouti</name><name sortKey="Elgabsi, Wissal" sort="Elgabsi, Wissal" uniqKey="Elgabsi W" first="Wissal" last="Elgabsi">Wissal Elgabsi</name><name sortKey="Hamdi, Naceur" sort="Hamdi, Naceur" uniqKey="Hamdi N" first="Naceur" last="Hamdi">Naceur Hamdi</name><name sortKey="Naouali, Olfa" sort="Naouali, Olfa" uniqKey="Naouali O" first="Olfa" last="Naouali">Olfa Naouali</name></country><country name="Espagne"><noRegion><name sortKey="Romerosa, Antonio" sort="Romerosa, Antonio" uniqKey="Romerosa A" first="Antonio" last="Romerosa">Antonio Romerosa</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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