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Issue 8, 2013
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Coordination self-assembly of tetranuclear Pt(II) macrocycles with an organometallic backbone for sensing of acyclic dicarboxylic acids

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Abstract

Coordination self-assembly of a series of tetranuclear Pt(II) macrocycles containing an organometallic backbone incorporating ethynyl functionality is presented. The 1 : 1 combination of a linear acceptor 1,4-bis[trans-Pt(PEt3)2(NO3)(ethynyl)]benzene (1) with three different dipyridyl donor ‘clips’ (Laa–Lcc) afforded three [2 + 2] self-assembled PtII4 macrocycles (2a–2c) in quantitative yields, respectively [Laa = 1,3-bis(3-pyridyl)isothalamide; Lbb = 1,3-bis(3-pyridyl)ethynylbenzene; Lcc = 1,8-bis(4-pyridyl)ethynylanthracene]. These macrocycles were characterized by multinuclear NMR (1H and 31P); ESI-MS spectroscopy and the molecular structures of 2a and 2b were established by single crystal X-ray diffraction analysis. These macrocycles (2a–2c) are fluorescent in nature. The amide functionalized macrocycle 2a is used as a receptor to check the binding affinity of aliphatic acyclic dicarboxylic acids. Such binding affinity is examined using fluorescence and UV-Vis spectroscopic methods. A solution state fluorescence study showed that macrocycle 2a selectively binds (KSV = 1.4 × 104 M−1) maleic acid by subsequent enhancement in emission intensity. Other aliphatic dicarboxylic acids such as fumaric, succinic, adipic, mesaconic and itaconic acids caused no change in the emission spectra; thereby demonstrating its potential use as a macrocyclic receptor in distinction of maleic acid from other aliphatic dicarboxylic acids.

Graphical abstract: Coordination self-assembly of tetranuclear Pt(ii) macrocycles with an organometallic backbone for sensing of acyclic dicarboxylic acids

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Publication details

The article was received on 10 Aug 2012, accepted on 03 Dec 2012 and first published on 03 Dec 2012


Article type: Paper
DOI: 10.1039/C2DT31828H
Citation: Dalton Trans., 2013,42, 2998-3008
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    Coordination self-assembly of tetranuclear Pt(II) macrocycles with an organometallic backbone for sensing of acyclic dicarboxylic acids

    S. Shanmugaraju, A. K. Bar, H. Jadhav, D. Moon and P. S. Mukherjee, Dalton Trans., 2013, 42, 2998
    DOI: 10.1039/C2DT31828H

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