SYNTHESIS OF NOVEL BISPHENOL-BIPHENANTHROLINE-BASED MOLECULAR TWEEZERS

Year 2015, , 1 - 5, 04.11.2015

Said Nadeem Burhan Khan Muhammad Shah Mehmet Özler

https://doi.org/10.22531/muglajsci.209999

Abstract

A molecular “dugdugi” 8 derived from 1,10-phenanthroline  was synthesized and characterized by using NMR, EIMS and UV studies. Bisphenol was alkylated with 1,3-dibromopropane and reacted with 4-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)phenol to obtain 8. 30 mmolL^-1 solution of 8 was prepared in 10 % DMF in ethanol and was stirred for 30 min with 30 m L^-1 ethanolic solutions of Co²⁺, Cr³⁺, Cu²⁺, Fe³⁺, Mn²⁺, Ni²⁺, Ag⁺, and Zn²⁺. Chemosensor 8 switched-on in the presence of Fe³⁺ by showing pink color while it remained turn-off in the presence of other metals. The UV spectra of the molecular “dugdugi” showed a peak at 279 nm which shifted to 290 nm after interacting with Fe³⁺. A new peak also appeared at 524 nm.

Keywords

Fe3+ chemosensor, imidazole, naked-eye chemosensors, molecular switch

MOLEKÜLER CIMBIZLAMAYA DAYALI YENİ BİR BISFENOL-BIPHENANTHROLINE SENTEZİ

Abstract

1,10-fenantrolin’den elde edilen "dugdugi" 8 molekülü sentezlendi ve NMR, EIMS ve UV kullanılarak yapısı aydınlatıldı. Bisfenol 8’I elde etmek için 1,3dibrompropan kullanılarak alkillendi ve 4-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)phenol ile reaksiyona sokuldu. Molekül 8’in 30 molL-1 çözeltisi %10 DMF içeren etanolde hazırlandı, ve etanol ile hazırlanmış 30 m L-1 Co2+, Cr3+, Cu2+, Fe3+, Mn2+, Ni2+, Ag+, and Zn2+ çözeltisi ile 30 dakika karıştırıldı.Kemosensör 8, Fe3+ varlığında pembe renk vererek çalışırken, diğer metallerin varlığında ayırt edici bir renk gözlenmedi. "Dugdugi" nin moleküler UV spektrumunda 279 nm’de bulunan pik Fe3+ ile etkileştirilince 290 nm’ye kaydı. Ayrıca, 524 nm’de yeni bir pik oluştuğu görüldü

Keywords

Fe3+ Kemosensör, İmidazol, Çıplak Gözle Kemosensör, Moleküler Anahtar

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