2-ALLİL-6,6'-[(3,3'-DİMETOKSİ[1,1'-BİFENİL]-4,4'- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL ve TEORİK OLARAK İNCELENMESİ

Emel Ermiş; Halil Berber

doi:10.18038/btd-a.95222

EN TR

MICROWAVE ASSISTED and TRADITIONAL SYNTHESIS and CHARACTERIZATION of 2-ALLYL-6,6'-[(3,3'-DIMETHOXY[1,1'-BIPHENYL]-4,4'- DIYL)BIS(NITRILOMETHYLIDYNE)]BIS-PHENOL and EXPERIMENTAL and THEORETICAL INVESTIGATION of ITS TAUTOMERIC PROPERTIES

Abstract

Schiff base compound 2-allyl-6,6'-[(3,3'-dimethoxy[1,1'-biphenyl]-4,4'diyl)bis(nitrilomethylidyne)]bis-phenol (3) was synthesized using traditional heating and microwaveirradiation method with the condensation reaction of 3-allylsalicylaldehyde (1) and o-dianisidine (2).The chemical structure of compound (3) was characterized by elemental analysis, FTIR,1H NMR and13C NMR techniques. The tautomeric equilibria (for phenol-imine O-H...N and keto-amine O... H-Ntautomers) in various organic solvents were studied using UV-visible region spectrophotometric methodand keto-amine percentages were calculated. Furthermore, the geometry of compound, the energies ofphenol-imine and keto-amine tautomers in different organic solvents, intramolecular O-H...N and O...HN hydrogen bond length, UV-visible excitation energy and oscillator strength were calculated with thetheoretical calculation method DFT (B3LYP)/6-311+G(d,p) and calculations were compared withexperimental results

Keywords

3-Allylsalicylaldehyde, o-Dianisidine, Microwave-irradiation method, Tautomeric equilibria, DFT

2-ALLİL-6,6'-[(3,3'-DİMETOKSİ[1,1'-BİFENİL]-4,4'- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL ve TEORİK OLARAK İNCELENMESİ

Abstract

2-Allil-6,6'-[(3,3'-dimetoksi[1,1'-bifenil]-4,4'-diyil)bis(nitrilometiliden)]bis-fenol (3) Schiff bazı bileşiği, 3-allilsalisilaldehitin (1) o-dianisidin (2) ile kondenzasyon reaksiyonundan geleneksel ısıtma ve mikrodalga-ışınlama yöntemi kullanılarak sentezlendi. Bileşik (3)’ün kimyasal yapısı element analizi, FTIR, 1H NMR, ve 13C NMR teknikleri kullanılarak karakterize edildi. Bileşiğin farklı organik çözücülerde fenol-imin (O-H…N) ve keto-amin (O…H-N) tautomerik dengeleri, UV-görünür bölge spektrofotometrik yöntem kullanılarak incelendi ve keto-amin yüzdeleri hesaplandı. Ayrıca, bileşiğin geometrisi, farklı çözücülerdeki fenol-imin ve keto-amin tautomerlerinin enerjisi, moleküliçi O-H…N ve O…H-N hidrojen bağ uzunluğu, UV-görünür bölge uyarılma enerjisi ve ossilatör kuvveti DFT (B3LYP)/6-311+G(d,p) hesaplama yöntemiyle teorik olarak hesaplandı ve hesaplamalar deneysel sonuçlar ile karşılaştırıldı.

Keywords

: 3-All lsal s laldeh t, o-D an s d n, M krodalga-ışınlama yöntem , Tautomer k denge, DFT

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Details

Primary Language

Turkish

Subjects

Engineering

Journal Section

Research Article

Authors

Emel Ermiş

Halil Berber

Publication Date

May 28, 2015

Submission Date

May 28, 2015

Acceptance Date

-

Published in Issue

Year 2015 Volume: 16 Number: 1

DOI

https://doi.org/10.18038/btd-a.95222

IZ

https://izlik.org/JA57KB96HM

APA

Ermiş, E., & Berber, H. (2015). 2-ALLİL-6,6’-[(3,3’-DİMETOKSİ[1,1’-BİFENİL]-4,4’- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL ve TEORİK OLARAK İNCELENMESİ. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering, 16(1), 81-96. https://doi.org/10.18038/btd-a.95222

AMA

1.Ermiş E, Berber H. 2-ALLİL-6,6’-[(3,3’-DİMETOKSİ[1,1’-BİFENİL]-4,4’- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL ve TEORİK OLARAK İNCELENMESİ. AUJST-A. 2015;16(1):81-96. doi:10.18038/btd-a.95222

Chicago

Ermiş, Emel, and Halil Berber. 2015. “2-ALLİL-6,6’-[(3,3’-DİMETOKSİ[1,1’-BİFENİL]-4,4’- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA Ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU Ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL Ve TEORİK OLARAK İNCELENMESİ”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 16 (1): 81-96. https://doi.org/10.18038/btd-a.95222.

EndNote

Ermiş E, Berber H (August 1, 2015) 2-ALLİL-6,6’-[(3,3’-DİMETOKSİ[1,1’-BİFENİL]-4,4’- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL ve TEORİK OLARAK İNCELENMESİ. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 16 1 81–96.

IEEE

[1]E. Ermiş and H. Berber, “2-ALLİL-6,6’-[(3,3’-DİMETOKSİ[1,1’-BİFENİL]-4,4’- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL ve TEORİK OLARAK İNCELENMESİ”, AUJST-A, vol. 16, no. 1, pp. 81–96, Aug. 2015, doi: 10.18038/btd-a.95222.

ISNAD

Ermiş, Emel - Berber, Halil. “2-ALLİL-6,6’-[(3,3’-DİMETOKSİ[1,1’-BİFENİL]-4,4’- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA Ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU Ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL Ve TEORİK OLARAK İNCELENMESİ”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering 16/1 (August 1, 2015): 81-96. https://doi.org/10.18038/btd-a.95222.

JAMA

1.Ermiş E, Berber H. 2-ALLİL-6,6’-[(3,3’-DİMETOKSİ[1,1’-BİFENİL]-4,4’- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL ve TEORİK OLARAK İNCELENMESİ. AUJST-A. 2015;16:81–96.

MLA

Ermiş, Emel, and Halil Berber. “2-ALLİL-6,6’-[(3,3’-DİMETOKSİ[1,1’-BİFENİL]-4,4’- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA Ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU Ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL Ve TEORİK OLARAK İNCELENMESİ”. Anadolu University Journal of Science and Technology A - Applied Sciences and Engineering, vol. 16, no. 1, Aug. 2015, pp. 81-96, doi:10.18038/btd-a.95222.

Vancouver

1.Emel Ermiş, Halil Berber. 2-ALLİL-6,6’-[(3,3’-DİMETOKSİ[1,1’-BİFENİL]-4,4’- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL ve TEORİK OLARAK İNCELENMESİ. AUJST-A. 2015 Aug. 1;16(1):81-96. doi:10.18038/btd-a.95222

MICROWAVE ASSISTED and TRADITIONAL SYNTHESIS and CHARACTERIZATION of 2-ALLYL-6,6'-[(3,3'-DIMETHOXY[1,1'-BIPHENYL]-4,4'- DIYL)BIS(NITRILOMETHYLIDYNE)]BIS-PHENOL and EXPERIMENTAL and THEORETICAL INVESTIGATION of ITS TAUTOMERIC PROPERTIES

Abstract

Keywords

2-ALLİL-6,6'-[(3,3'-DİMETOKSİ[1,1'-BİFENİL]-4,4'- DİYİL)BİS(NİTRİLOMETİLİDEN)]BİS-FENOLÜN MİKRODALGA ve GELENEKSEL ISITMA YOLUYLA SENTEZİ, YAPI KARAKTERİZASYONU ve TAUTOMERİK ÖZELLİKLERİNİN DENEYSEL ve TEORİK OLARAK İNCELENMESİ

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