Syntheses and spectroscopic characterization of double-armed benzo-15-crown-5 derivatives and their sodium and potassium complexes

Hayvalı, Zeliha; Köksal, Pınar

doi:10.1007/s10847-012-0208-7

Cited by 8 publications

(3 citation statements)

References 29 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Na + ion is compatible the cavity of benzo-15-crown-5 in complex well and thus is just accommodated in the crown ring to form 1:1 metal:ligand complex [19]. In general, the K + ion does not fit well into the benzo-15-crown-5 space in the complex and therefore is placed between the two crown ether rings, forming a 1: 2 metal: ligand sandwich complex [17,20,21]. 1 H-NMR and mass spectral data confirmed the proposed structures.…”

Section: Synthesis and Structural Characterisationsmentioning

confidence: 99%

A polydentate ligand based on 2,2’-dipyridylamine unit linked benzo-15-crown-5; alkali and transition metal complexes; photoresponsive ligand; antimicrobial evaluation against pathogenic microorganisms

2021

Self Cite

View full text Add to dashboard Cite

New double-armed benzo-15-crown-5 compound (L) was successfully synthesized from 4',5'-bis(bromethyl)benzo-15crown-5 with 2,2'-dipyridylamine. The synthesized host molecule (L), the dipyridylamine unit was able to coordinate Ni 2+ , Cu 2+ and Ag + metal cations, whereas the crown ether moiety bound with the alkali metal cations (Na + and K + ). The structures of the ligand (L), alkali metal complexes (NaL and KL 2 ) and transition metal complexes ([NiLOAc], [CuLOAc] and [AgLNO 3 ]) were characterized by spectroscopic methods. NMR and mass data provided exact evidence of complex formation through both coordination centers of the new ligand (L). Both parts (dipyridyl and crown ether) were linked to form a potential fluorescent-sensing compound (L) for metal cations. Therefore, to investigate the metal selectivity, different metal cations

show abstract

Section: Synthesis and Structural Characterisationsmentioning

confidence: 99%

A polydentate ligand based on 2,2’-dipyridylamine unit linked benzo-15-crown-5; alkali and transition metal complexes; photoresponsive ligand; antimicrobial evaluation against pathogenic microorganisms

2021

Self Cite

View full text Add to dashboard Cite

show abstract

“…Benzo-condensed crown compounds having reactive aldehyde substituent at the aromatic ring are considered as an interesting starting material for the synthesis of new molecules [10]. Crown ether containing Schiff bases is known to bind cations in the crown ether cavity in addition to the coordination of a transition metal center through the imine group [11][12][13][14][15][16].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Spectroscopic Characterization of New Double‐Armed Benzo‐15‐Crown‐5 Derivatives and Their Sodium Complexes

Şahın

Hayvalı

2013

Heteroatom Chemistry

Self Cite

View full text Add to dashboard Cite

Double‐armed crown ether aldehydes (1–3) were synthesized from the reaction of 2 equiv salicylaldehyde, 4‐hydroxy‐3‐methoxybenzaldehyde (vanillin), and 3‐hydroxy‐4‐methoxybenzaldehyde (iso‐vanillin) with 4′,5′‐bis(bromomethyl)benzo‐15‐crown‐5. New crown ethers imine compounds (4–9) were synthesized by the condensation of corresponding crown ether aldehydes (1–3) with 4‐amino‐1,2‐dihydro‐1,5‐dimethyl‐2‐phenyl‐3H‐pyrazole‐3‐one and 2‐furan‐2‐yl‐methylamine. Sodium complexes (1a–9a) of the crown compounds form crystalline 1:1 (Na+:ligand) stoichiometries and were also synthesized. The structures of the crown ether aldehydes (1–3), imine compounds (4–9), and complexes (1a–9a) were confirmed on the basis of elemental analyses, IR, 1H and 13C NMR, and mass spectrometry. © 2013 Wiley Periodicals, Inc. Heteroatom Chem 24:100–109, 2013; View this article online at http://wileyonlinelibrary.com. DOI 10.1002/hc.21070

show abstract

“…Liganda (L) ait moleküler iyon piki Benzer şekilde sodyum ve potasyum komplekslerine (NaL ve KL2) ait spektral veriler, sodyum kompleksi için 1:1 (metal:ligand; "filling") ve potasyum kompleksi için 1:2 (metal:ligand; "sandviç") kompleks yapılarını doğrulamaktadır (Şekil 4a,b). Elde edilen bu veriler, literatürde de belirtildiği gibi benzo-15-taç-5'in boşluk büyüklüğü ile sodyum ve potasyum iyonlarının yarıçaplarının uygunluğuna bağlı olarak değişen kompleks yapılarda olduğunu desteklemektedir[24].Şekil 4. a) Sodyum kompleksi (NaL) ve b) potasyum kompleksi (KL2)'ne ait moleküler iyon piki Kütle spektrumu ile, AgL kompleksinin yapısı için de önemli veriler elde edilmiştir. Gümüş kompleksinde 107 Ag ve 109 Ag izotoplarına karşılık gelen kütle pikleri, düşük hata payı (ppm) ve izotopların doğal bolluklarına uygun pik deseni ile, 840,89846 ve 842,89906'da görülmektedir (Şekil 5).…”

unclassified

İyodo Piridin Sübstitüe Çift Kollu Benzo-15-crown-5 Bileşiği ve Komplekslerinin Eldesi, Spektroskopik ve Termal Özelliklerinin İncelenmesi

Koçoğlu

2022

Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi

View full text Add to dashboard Cite

Bu çalışmada 4′,5′-bis(bromometil)benzo-15-crown-5 ile 2-iyodo-3-hidroksipiridin etkileştirilerek, yeni, çift kollu taç eter ligandı (L) sentezlenmiştir. Sentezlenen ligand (L), Na+ ve K+ kompleksi elde etmek üzere sodyum pikrat ve potasyum pikrat ile tepkimeye sokulmuştur. Böylelikle, benzo-15-crown-5’in halka boşluğuna uygun olan Na+ ile 1:1 (filling) kompleksi (NaL) ve halka boşluğundan daha büyük olan K+ ile 1:2 (sandviç) kompleksi (KL2) elde edilmiştir. Ayrıca bileşik L’nin gümüş nitrat ile reaksiyonu sonucunda geçiş metal kompleksi (AgL) sentezlenmiştir. Elde edilen ligand ve komplekslerin yapısı, spektroskopik yöntemler (FTIR, HRMS, 1H-NMR, 13C-NMR) kullanılarak aydınlatılmıştır. Son olarak, sentezlenen ligand ve komplekslerin termal özellikleri TGA - DTA yöntemleri kullanılarak incelenmiş ve bileşik yapıları ile uyumlu sonuçlar elde edilmiştir.

show abstract

Syntheses and spectroscopic characterization of double-armed benzo-15-crown-5 derivatives and their sodium and potassium complexes

Cited by 8 publications

References 29 publications

A polydentate ligand based on 2,2’-dipyridylamine unit linked benzo-15-crown-5; alkali and transition metal complexes; photoresponsive ligand; antimicrobial evaluation against pathogenic microorganisms

A polydentate ligand based on 2,2’-dipyridylamine unit linked benzo-15-crown-5; alkali and transition metal complexes; photoresponsive ligand; antimicrobial evaluation against pathogenic microorganisms

Synthesis and Spectroscopic Characterization of New Double‐Armed Benzo‐15‐Crown‐5 Derivatives and Their Sodium Complexes

İyodo Piridin Sübstitüe Çift Kollu Benzo-15-crown-5 Bileşiği ve Komplekslerinin Eldesi, Spektroskopik ve Termal Özelliklerinin İncelenmesi

Contact Info

Product

Resources

About