Tiyofenil grubu içeren azlaktonların sentezleri ve spektroskopik çalışmaları

Abstract

Doymamış azlakton sınıfı olarak bilinen beşli heterohalka sistemlerinden1,3-oxazol-5(4H)- one'un tiyenil içeren türevleri literatürde bilinen yöntemlerle sentezlenmiştir. Yeni sentezlenen tiyenil türevlerinin yapıları FT-IR, H NMR spektroskopik yöntemleriyle karakterize edilmiştir. Asetonitril(ACN), tetrahidrofuran(THF) ve diklorometan(DCM) çözücüleri içerisinde ve farklı plastikleştiriciler içeren polivinilklorür(PVC) matrikslerde fotofiziksel özellikleri UV-vis absorpsiyon ve emisyon spektroskopisi ile saptanmıştır. Tiyenil içeren oxazol-5-one türevlerinin PVC matrix'teki ince filmleri hazırlanarak, biyolojik önemi olan Fe(III), Co(II), Ni(II), Zn(II) ve Cu(II) katyonlarına karşı yanıtı incelenmiştir. Ayrıca elektropolimerizasyon teknikleri kullanılarak sözkonusu türevlerdeki tiyenil grubunun elektropolimerizasyonu denenmiştir. PTO-I 2-fenil-4-(2-tiyenilmetilen)-1,3-oksazol-5(4H)-on PTO-II 2-(4-nitrofenil)-4-(2-tiyenilmetilen)-1,3-oksazol-5(4H)-on PTO-III 2-(4-metilfenil)-4-(2-tiyenilmetilen)-1,3-oksazol-5(4H)-on PTO-IV 2-(2-tiyenil)-4-(2-tiyenilmetilen)-1,3-oksazol-5(4H)-on PTO-V 2-(2-tiyenil)-4-(3-tiyenilmetilen)-1,3-oksazol-5(4H)-on PTO-VI 2-(3-tiyenil)-4-(2-tiyenilmetilen)-1,3-oksazol-5(4H)-on PTO-VII 2-(3-tiyenil)-4-(3-tiyenilmetilen)-1,3-oksazol-5(4H)-on In this study, derivatives of 1,3-oxazole-5(4H) contained thienyl groups from five membered heterocyclic systems, known as unsaturated azlactone class were synthesized by the known methods. The structures of new synthesized thienyl derivatives were characterized by FT-IR, 1H NMR spectroscopic methods. Photophysical characteristics of the derivatives in solvents of acetonitrile (ACN), tetrahydrofuran (THF), dichloromethane (DCM) and polyvinylchloride (PVC) polymer matrix which contain plasticizer was determined with UV-vis absorption and emission spectroscopy. PVC thin film matrices of oxazole-5-one derivatives which contains thienyl groups was prepared and then, the answers against to Fe(III) , Co(II) , Ni(II) ,Zn(II) and Cu(II) cations having biological importance were investigated. Also using electropolymerization techniques, the electropolymerizations of thienyl groups of these derivatives were tried. All the synthesized derivatives are listed below. PTO-I 2-phenyl-4-(2-thienylmethylene)-1,3-oxazol-5(4H)-one PTO-II 2-(4-nitrophenyl)-4-(2-thienylmethylene)-1,3-oxazol-5(4H)-one PTO-III 2-(4-methylphenyl)-4-(2-thienylmethylene)-1,3-oxazol-5(4H)-one PTO-IV 2-(2-thienyl)-4-(2-thienylmethylene)-1,3-oxazol-5(4H)-one PTO-V 2-(2-thienyl)-4-(3-thienylmethylene)-1,3-oxazol-5(4H)-one PTO-VI 2-(3-thienyl)-4-(2-thienylmethylene)-1,3-oxazol-5(4H)-one PTO-VII 2-(3-thienyl)-4-(3-thienylmethylene)-1,3-oxazol-5(4H)-one