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Issue 30, 2018
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Tetraarylpyrrolo[3,2-b]pyrroles as versatile and responsive fluorescent linkers in metal–organic frameworks

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Abstract

The first examples of crystalline coordination polymers containing the tetraarylpyrrolo[3,2-b]pyrrole (TPP) fluorophore are presented. We have prepared three new TPP ligands L1, H2L2 and H2L3, containing nitrile, carboxylate and mixed imidazole-carboxylate donor functionality, respectively. The ligands themselves each show significant fluorescence in the solution phase, with the nitrile species exhibiting solvatofluorochromism and the two carboxylate-containing compounds exhibiting concentration-dependent emission colour suggesting aggregation processes in solution. Three 3-dimensional polymeric structures are then presented. The compound poly-[AgL12]SbF6·3THF·2H2O 1 is an eightfold-interpenetrated diamondoid material, while poly-[Zn4O(L2)3]·20DMA·10H2O 2 is a porous Metal–Organic Framework with pcu topology, and both 1 and 2 show notable luminescence in the solid state. Complex 2 readily undergoes guest exchange accompanied by a reversible switching in emission colour with no change in chemical structure. While complex poly-[CdL3]·2.5DMA·3.5H2O 3 is non-emissive, it displays a twofold interpenetrated pts topology with hexagonal symmetry and an extremely long hexagonal pitch of 100.3 Å, and shows an impressive 22 wt% CO2 uptake capacity at 278 K and 1 bar.

Graphical abstract: Tetraarylpyrrolo[3,2-b]pyrroles as versatile and responsive fluorescent linkers in metal–organic frameworks

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Publication details

The article was received on 03 May 2018, accepted on 04 Jul 2018 and first published on 04 Jul 2018


Article type: Paper
DOI: 10.1039/C8DT01784K
Citation: Dalton Trans., 2018,47, 10080-10092
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    Tetraarylpyrrolo[3,2-b]pyrroles as versatile and responsive fluorescent linkers in metal–organic frameworks

    C. S. Hawes, G. M. Ó Máille, K. Byrne, W. Schmitt and T. Gunnlaugsson, Dalton Trans., 2018, 47, 10080
    DOI: 10.1039/C8DT01784K

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