A novel 6-quinoxalinamine-based fluorescent probe for real-time detection of palladium(ii) ions in pure water and bio-imaging

Abstract

A novel fluorescent probe LK based on a quinoxalinamine derivative exhibited excellent selectivity toward Pd2+ and could be used for bio-imaging.

Sequential Detection of Palladium and Chromium Oxyanion by a Fluorescein Based Chemosensor in Mixed Aqueous Media

“…Further deallylation of 1 results in the formation of 2 (Scheme 1). Both compounds 1 and 2 were prepared in good yields and their structures were confirmed using 1 H, 13 C NMR, and elemental analysis (Supplementary Materials Figures S1-S4). In the 1 H NMR the singlet peak at δ 8.96 and 9.19 ppm corresponds to the formation of imine = C-H proton for compounds 1 and 2 respectively.…”

“…The 1 H and 13 C NMR of 2 showed that it is formed by the deallylation of 1 with Pd 2+ which is confirmed by disappearance of the allyl peaks and the presence of the phenolic proton peak in 1 H NMR ( Figure S9). The fluorescein moiety has no absorption in the visible region and is weakly fluorescent in solution due to the preponderance of the ring-closed spirolactam structure, which is evident by 13 C NMR signals at δ 65.3 and δ 63.9 ppm for compounds 1 and 2, respectively [41,42]. The blue fluorescence in 1 arises due to the electron transfer (ET) from allyloxy benzene to the fluorescein ring.…”

“…However, all of these methods need expensive facilities, complicated sample-pretreatment, and rigorous experimental conditions [9,10]. Recently, optical (colorimetric and fluorescent) chemosensors or probes have attracted more and more importance for sensing and monitoring of heavy and transitional metal ions (HTM) due to its high selectivity, sensitivity, operational simplicity, rapidity, and nondestructive nature [11][12][13][14][15]. One of the common ways to synthesize a palladium sensor is to use palladium catalyzed reactions such as Pd-catalyzed cyclization for the formation of pyrone, pyrrole, and oxazole [16,17], Pd-catalyzed depropargylation reactions [18] and deallylation reactions [19], the Pd-catalyzed Heck [20], and the Suzuki-Miyaura coupling reactions [21].…”

A highly selective fluorescent chemosensor for Mg2+ based on a diarylethene with a quinoxaline unit

“…Quinoxaline and its derivatives are important benzopyrazine compounds with aromatic properties. Many functional quinoxaline derivatives are expected to be used as molecular probes, chemical switches and supramolecular receptors , and have practical applications in medical drugs, agricultural drugs, dyes, and other fields . Therefore, the synthesis and research of quinoxaline compounds have attracted much attention.…”

Synthesis of 2-(3-Cyanofuran-2(5H)-ylidene)malononitrile Derivative and Its Recognition for Pd2+

“…基于香豆素、罗丹明等多种结构用来检测 Pd 2＋ 的荧光探针已被开发, 获得了较好的效果 [29][30][31][32][33][34][35][36][37][38] . 在已报 道的探针中, 多数是配位型荧光探针, 抗干扰性能略有 影响 [39][40][41][42][43][44][45][46][47][48][49][50] ; 少量是反应型荧光探针, 实现了对 Pd 2＋ 的专 一性识别, 但是部分探针发射波长较短, 不能达到近红 外区域 [51][52][53][54][55][56][57] ; 而已报道的近红外探针又合成复杂、成本 较高, pH 适用范围较窄, 限制了这些探针的进一步应 用 [58][59] .…”