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铜(II)与碱性阴离子引发荧光开启:以芘功能化方酰胺为例的研究

Switching-On Fluorescence by Copper (II) and Basic Anions: A Case Study with a Pyrene-Functionalized Squaramide.

作者信息

Picci Giacomo, Milia Jessica, Aragoni Maria Carla, Arca Massimiliano, Coles Simon J, Garau Alessandra, Lippolis Vito, Montis Riccardo, Orton James B, Caltagirone Claudia

机构信息

Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S.S. 554 bivio per Sestu, 09042 Monserrato, Cagliari, Italy.

National Crystallography Service, Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK.

出版信息

Molecules. 2021 Feb 28;26(5):1301. doi: 10.3390/molecules26051301.

Abstract

The new symmetric acyclic -bis(1-pyrenyl) squaramide () functionalized with the pyrene moiety as a fluorogenic fragment has been designed and its ability to selectively detect specific anions and metals investigated. selectively binds Cl both in solution (DMSO 0.5% HO and MeCN) and in the solid state, and allows to selectively detect Cu in MeCN with the formation of a 2:1 metal-receptor complex, with a green intense emission appreciable by naked eye under the UV lamp. The copper complex preserves its emission properties in the presence of Cl. The addition of basic anions (OH, CN, and F) up to 10 equivalents caused the deprotonation of the squaramide NHs and a dramatic change of the emission properties of the copper complex.

摘要

已设计出一种新的对称无环 - 双(1 - 芘基)方酰胺(),其用芘部分作为荧光片段进行功能化,并研究了其选择性检测特定阴离子和金属的能力。在溶液(0.5% DMSO - H₂O和乙腈)和固态中均能选择性结合Cl⁻,并且在乙腈中能通过形成2:1的金属 - 受体络合物选择性检测Cu²⁺,在紫外灯下肉眼可观察到强烈的绿色发射。该铜络合物在Cl⁻存在下保持其发射特性。加入高达10当量的碱性阴离子(OH⁻、CN⁻和F⁻)会导致方酰胺NH的去质子化,并使铜络合物的发射特性发生显著变化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b654/7957675/c60d678b4721/molecules-26-01301-sch001.jpg

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