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

Chandrasekhar, Vadapalli ; Bag, Prasenjit ; Pandey, Mrituanjay D. (2009) Phosphorus-supported multidentate coumarin-containing fluorescence sensors for Cu2+ Tetrahedron, 65 (47). pp. 9876-9883. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/j.tet.2009.09.040

Abstract

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)NCHR]2 (1), (S)P[N(Me)=NCHR]3 (2), and N3P3[N(Me)N=CHR]6 (3). The structural characterization of 1-3 was carried out by their HRMS, 1H and 31P{1H} 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·Zn][ClO4]2·4CH2Cl2 was isolated in the reaction of 2 with Zn(ClO4)2·6H2O. The molecular structure of this complex revealed that the ZnII is encapsulated by the ligand utilizing a 3N, 3O coordination set.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Phosphorus; Coumarin; Fluorescence; C=N Bond Isomerization; X-ray Crystallography
ID Code:8834
Deposited On:28 Oct 2010 07:42
Last Modified:28 Oct 2010 07:42

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