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新合成的萘基杯[4]芳烃衍生物对铜和碘的双荧光响应

Dual Fluorescence Response of Newly Synthesized Naphthalene Appended Calix[4]arene Derivative towards Cu and I.

作者信息

Bhatti Asif Ali, Oguz Mehmet, Memon Shahabuddin, Yilmaz Mustafa

机构信息

Department of Chemistry, Selcuk University, 42031, Konya, Turkey.

National Center of Excellence in Analytical Chemistry, University of Sindh, Jamshoro, 76080, Pakistan.

出版信息

J Fluoresc. 2017 Jan;27(1):263-270. doi: 10.1007/s10895-016-1953-6. Epub 2016 Oct 28.

DOI:10.1007/s10895-016-1953-6
PMID:27796629
Abstract

In the present work new naphthalene appended calix[4]arene (NAC4) i.e. 5,11,17,23-tetra-tert-butyl-25,27-di((2-amido(1-naphthlene)ethyl)-26,28-dihydroxy calix[4]arene (6) was designed and successfully synthesized. NAC4 was characterized by HNMR and FTIR. To explore the complexation behavior and fluorescence response of NAC4, UV-visible and fluorescence studies were carried out with series of metal ions and anions that include solvatochromic effect, ion-ligand response and interference on absorption and fluorescence spectra. Results show that the NAC4 is highly Cu and Iselective. The ligand ion interaction follow photoinduced electron transfer (PET) mechanism. The stiochiomatric ratio of ion-ligand was calculated as 1:1 by using Job's plot method and binding constant K values were calculated by using Benesi-Hildebrand equation as 1×10 and 8×10 M with detection limit of 1.05×10 and 4.0×10 M for Cu and I respectively. Graphical Abstract ᅟ.

摘要

在本工作中,设计并成功合成了新型萘基杯[4]芳烃(NAC4),即5,11,17,23-四叔丁基-25,27-二((2-氨基(1-萘基)乙基)-26,28-二羟基杯[4]芳烃(6)。通过核磁共振氢谱(HNMR)和傅里叶变换红外光谱(FTIR)对NAC4进行了表征。为了探究NAC4的络合行为和荧光响应,对一系列金属离子和阴离子进行了紫外可见光谱和荧光研究,包括溶剂化显色效应、离子-配体响应以及对吸收光谱和荧光光谱的干扰。结果表明,NAC4对铜离子和碘离子具有高度选择性。配体-离子相互作用遵循光诱导电子转移(PET)机制。通过Job曲线法计算出离子-配体的化学计量比为1:1,并用Benesi-Hildebrand方程计算出结合常数K值,铜离子的K值为1×10,碘离子的K值为8×10 M,铜离子和碘离子的检测限分别为1.05×10和4.0×10 M。图形摘要ᅟ。

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