Phosphorus-supported multidentate coumarin-containing fluorescence sensors for Cu2+

被引：63

作者：

Chandrasekhar, Vadapalli ^{[1
]}

Bag, Prasenjit ^{[1
]}

Pandey, Mrituanjay D. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

TETRAHEDRON | 2009年 / 65卷 / 47期

关键词：

Phosphorus; Coumarin; Fluorescence; C=N bond isomerization; X-ray crystallography; METAL; FLUOROIONOPHORE; FLUOROPHORE; CU(II); PROBE; ENHANCEMENT; DESIGN; COPPER; DERIVATIVES; MODULATION;

D O I：

10.1016/j.tet.2009.09.040

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phosphorus hydrazides PhP(O)[N(Me)NH2](2), (S)P[N(Me)NH2](3), and N3P3[N(Me)NH2](6) were condensed with 7-diethylaminocoumarin-3-aldehyde (RCHO) to afford the corresponding hydrazones PhP(O)[N(Me)N=CHR](2) (1), (S)P[N(Me)N=CHR](3) (2), and N3P3[N(Me)N=CHR]6 (3). The structural characterization of 1-3 was carried out by their HRMS, H-1 and P-31{H-1} NMR spectra. The molecular structure of 2 was established by a single-crystal X-ray analysis. Interaction of 1 and 2 with various transition metal ions revealed substantial fluorescence enhancement upon interaction with Cu2+ enabling a selective detection mechanism for this metal ion. However, such a fluorescence enhancement was not observed in the case of 3. A 1:1 complex [2 center dot Zn][CIO4](2)center dot 4CH(2)Cl(2) was isolated in the reaction of 2 with Zn(CIO4)(2)center dot 6H(2)O. The molecular structure of this complex revealed that the Zn-II is encapsulated by the ligand utilizing a 3N, 3O coordination set. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：9876 / 9883

页数：8

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