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Issue 6, 2017
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Design of a flexible organometallic tecton: host–guest chemistry with picric acid and self-assembly of platinum macrocycles

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Abstract

The synthesis and characterization of a new pyrazine-based “flexible” and ditopic platinum(II) organometallic molecule (3) is being reported. Flexibility in this molecule is due to the presence of ether functional groups that bridge the rigid core and periphery. Due to the presence of square planar Pt(II) centers at the two ends, the molecule's potential to act as an acceptor building block in the construction of metallamacrocycles was tested. Upon reaction of 3 with various dicarboxylates in a 1 : 1 stoichiometric ratio, [2 + 2] self-assembled neutral metallacycles (M1–M3) were obtained in high yields. M1–M3 were characterized using multinuclear NMR, high resolution mass spectrometry and elemental analyses. The shape and dimensions of these supramolecular structures were also confirmed by optimizing the geometry using the density functional theory (DFT) approach. Computational studies suggest that M1–M3 are nanoscalar macrocyles. Furthermore, using isothermal titration calorimetry (ITC), it was shown that 3 can bind with picric acid (PA) to yield a 3·(PA)2 host–guest complex. The magnitude of the binding constant indicates that 3 has significant affinity for PA.

Graphical abstract: Design of a flexible organometallic tecton: host–guest chemistry with picric acid and self-assembly of platinum macrocycles

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Publication details

The article was received on 08 Sep 2016, accepted on 03 Jan 2017 and first published on 03 Jan 2017


Article type: Paper
DOI: 10.1039/C6DT03498E
Citation: Dalton Trans., 2017,46, 1986-1995
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    Design of a flexible organometallic tecton: host–guest chemistry with picric acid and self-assembly of platinum macrocycles

    A. Jana, S. Bhowmick, S. Kaur, H. K. Kashyap and N. Das, Dalton Trans., 2017, 46, 1986
    DOI: 10.1039/C6DT03498E

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