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Yeni dipeptit sübstitüe ftalosiyanin komplekslerinin sentezi, termal ve elektrokimyasal özellikleri

2025
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Advisor: Prof. Dr. Sinan Saydam ; Doç. Dr. Eray Çalışkan

Abstract (EN)

Phthalocyanines are macrocyclic compounds with 18-π electrons delocalization consisting of four iminoisoindoline units. These compounds have application potential in many scientific and technological fields due to their interesting electronic structures, stability, physical and chemical properties. In view of this great feature, studies on the synthesis and properties of phthalocyanine and its derivatives are increasing exponentially among many research groups. The purpose of this study is to synthesize a series of novel tetra substituted dipeptide amino acid phthalocyanines complexes bearing Tyrosine base dipeptide amino acid as substituent such as methyl (tert-butoxycarbonyl)-L-tyrosyl-D-phenylalaninate, methyl(tert-butoxycarbonyl)-L-tyrosyl-D-alaninate, methyl(tert-butoxycarbonyl)-L-tyrosylglycinate and Methyl (tert-butoxycarbonyl)-L-tyrosyl-L-valinate were synthesis through peptide coupling reaction. These compounds was reacted with 4-nitrophthalonitrile to form methyl ((S)-2-((tert-butoxycarbonyl) amino)-3-(4-(3,4-dicyanophenoxy) phenyl) propanoyl)-D-phenylalaninate, methyl ((S)-2-((tert-butoxycarbonyl) amino)-3-(4-(3,4-dicyanophenoxy) phenyl) propanoyl)-D-alaninate, methyl ((S)-2-((tert-butoxycarbonyl) amino)-3-(4-(3,4-dicyanophenoxy) phenyl) propanoyl)glycinate and methyl ((S)-2-((tert-butoxycarbonyl) amino)-3-(4-(3,4-dicyanophenoxy) phenyl) propanoyl)-L-valinate ligands respectıvely. The structures of the synthesized dipeptides were elucidated by elemental analysis, melting point, FT-IR, 1H NMR, 13C NMR, and mass spectroscopies methods while the ligands were verified by only FT-IR and 1H NMR spectroscopies methods. The synthesized ligands undergo cyclotetramerization reactions in the presence of Cr(III), Mn(II), Fe(II), Co(II), Ni(II), Cu(II), or Zn(II) acetate salts respectively to form the complexes. IR and UV-visible spectroscopies methods clarified the formation of these synthesized complexes. The thermal behavior of the complexes was investigated by thermogravimetric analysis (TGA) and differential thermal analysis (DTA). Furthermore, Electrochemical properties of phthalocyanine complexes were conducted by Cyclic and Square wave voltammetry analysis techniques in non-aqueous solvent.

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Sunusı Idrıs

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Sunusı Idrıs (Doctorate thesis). Yeni dipeptit sübstitüe ftalosiyanin komplekslerinin sentezi, termal ve elektrokimyasal özellikleri, 2025, Fırat University.

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