Teofilin Grubu İçeren s-Triazin Türevlerinin ve Bazı Geçiş Metal Komplekslerinin Sentezi ve Karakterizasyonu

Year 2026, Volume: 54 Issue: 2 , 123 - 134 , 31.03.2026

Ahmet Caymaz , Ahmed Hamdi Mirghani , Şaban Uysal

https://doi.org/10.15671/hjbc.1770103

https://izlik.org/JA27KH52JL

Abstract

Bu çalışmada, iki yeni teofilin sübstitüe s-triazin ligandı ve bunların trinükleer kompleksleri sentezlendi. Teofilin-7-asetik asit (I), tiyonil klorür ile reaksiyona sokularak asidik kısmın klorlanmasıyla 2-(1,3-dimetil-2,6-diokso-2,3-dihidro-1H-purin-7(6H)-il)asetil klorür (II) elde edildi. Bu bileşik, AlCl3 katalizörlüğünde diklorometan içinde -10°C'de 24 saat boyunca ayrı ayrı o-fenilendiamin ve p-fenilendiamin ile reaksiyona sokuldu. Bu reaksiyonlar sonucunda III ve IV bileşikleri elde edildi. Daha sonra III ve IV bileşikleri, etanol içinde ayrı ayrı 2,4,6-tri(p-formilfenoksi)-1,3,5-triazin (TRIPOD) ile reaksiyona sokularak s-triazin çekirdekli üç ayaklı ligandlar ACL1 ve ACL2 elde edildi. Tripodal geçiş metal kompleksleri (ACC1-ACC8), ACL1 ve ACL2'nin çeşitli geçiş metal tuzları (MCl2.nH2O, M=Mn2+, Co2+, Ni2+ ve Cu2+) ile reaksiyonu sonucu elde edildi. Elde edilen tüm ligandların yapıları 1H ve 13C NMR, FTIR ve elementel analiz yöntemleriyle aydınlatıldı. Komplekslerin yapıları ise FTIR, manyetik duyarlılık, ICP-OES ve TGA yöntemleri kullanılarak karakterize edildi.

Keywords

Teofilin , teofilin-7-asetik asit , s-triazin , metal kompleksleri

Project Number

KBUBAP-21-YL-082

Synthesis and Characterization of s-Triazine Derivatives Containing Theophylline Group, and Some Transition Metal Complexes

https://izlik.org/JA27KH52JL

Abstract

In this paper, two novel theophylline-substituted s-triazine ligands and their trinuclear complexes were synthesized. Theophylline-7-acetic acid (I) was reacted with thionyl chloride, resulting in chlorination of the acidic moiety to afford 2-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)acetyl chloride (II). This compound was reacted separately with o-phenylenediamine and p-phenylenediamine in the presence of AlCl₃ as a catalyst in dichloromethane at -10°C for 24 h. As a result of these reactions, compounds III and IV were obtained. Compounds III and IV were then separately reacted with 2,4,6-tri(p-formylphenoxy)-1,3,5-triazine (TRIPOD) in ethanol, yielding the s-triazine-cored tripodal ligands ACL1 and ACL2. Tripodal transition metal complexes (ACC1-ACC8) were obtained by reacting ACL1 and ACL2 with various transition metal salts (MCl2.nH2O, M=Mn2+, Co2+, Ni2+, and Cu2+). The structures of all obtained ligands were elucidated by 1H and 13C NMR, FTIR, and elemental analysis methods. The structures of the complexes were characterized using FTIR, magnetic susceptibility, ICP-OES, and TGA methods.

Keywords

Theophylline , Teophylline-7-acetic acid , s-Triazine , Metal complexes

Supporting Institution

Karabuk University

Project Number

KBUBAP-21-YL-082

Thanks

We acknowledge that this study was financially supported by the Karabuk University Scientific Research Projects Coordinatorship (Project No: KBUBAP-21-YL-082).

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