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Issue 2, 2012
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Synthesis and oxidation of cyclic tetraindole

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Abstract

A cyclic indole tetramer has been synthesized via an iridium-catalysed C–H borylation–cross coupling sequence. The tetraindole has a highly distorted structure, but can be oxidized with bromine and water into a highly planar macrocycle. The oxidized macrocycle can capture metal ions in its inner cavity as a novel porphyrin analogue, accompanied by a significant colour change from purple to blue or black.

Graphical abstract: Synthesis and oxidation of cyclic tetraindole

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Publication details

The article was received on 13 Sep 2011, accepted on 21 Oct 2011 and first published on 24 Oct 2011


Article type: Edge Article
DOI: 10.1039/C1SC00665G
Citation: Chem. Sci., 2012,3, 524-527

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    Synthesis and oxidation of cyclic tetraindole

    S. Nakamura, S. Hiroto and H. Shinokubo, Chem. Sci., 2012, 3, 524
    DOI: 10.1039/C1SC00665G

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