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Revisiting the intense NIR active bronzaphyrin, a 26-π aromatic expanded porphyrin: synthesis and structural analysis

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Abstract

Dithiabronzaphyrin, with intense absorption and fluorescence in the NIR region, was synthesized as its β-octaethyl analogue via a thiophene bridged terpyrrole. Solid state structural characterization obtained for the first time revealed inversion of the thiophene rings. Studies showed that there is no effect from protonation or temperature on the structural rigidity of the macrocycle. Crystal packing revealed four open dimeric trifluoroacetate [(CF3COO)2H] moieties binding to the macrocycle in the protonated form via H bonding.

Graphical abstract: Revisiting the intense NIR active bronzaphyrin, a 26-π aromatic expanded porphyrin: synthesis and structural analysis

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Publication details

The article was received on 27 Sep 2018, accepted on 23 Oct 2018 and first published on 23 Oct 2018


Article type: Communication
DOI: 10.1039/C8CC07752E
Citation: Chem. Commun., 2018, Advance Article
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    Revisiting the intense NIR active bronzaphyrin, a 26-π aromatic expanded porphyrin: synthesis and structural analysis

    M. V. N. Kishore and P. K. Panda, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC07752E

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