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Issue 89, 2014
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Direct core functionalisation of naphthalenediimides by iridium catalysed C–H borylation

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Abstract

We report the first boron-substituted naphthalenediimides (NDIs), prepared by iridium catalysed C–H activation. When the NDI substrates bear N-benzyl substituents, the naphthyl NDI core is borylated in preference, suggestive of a directed borylation mechanism. Borylated NDIs are substrates for Suzuki–Miyaura couplings and borylation of an NDI bearing two inequivalent N-substituents has also been demonstrated.

Graphical abstract: Direct core functionalisation of naphthalenediimides by iridium catalysed C–H borylation

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Publication details

The article was received on 19 Aug 2014, accepted on 18 Sep 2014 and first published on 18 Sep 2014


Article type: Communication
DOI: 10.1039/C4CC06522K
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Citation: Chem. Commun., 2014,50, 13837-13840
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    Direct core functionalisation of naphthalenediimides by iridium catalysed C–H borylation

    C. L. Lyall, C. C. Shotton, M. Pérez-Salvia, G. Dan Pantoş and S. E. Lewis, Chem. Commun., 2014, 50, 13837
    DOI: 10.1039/C4CC06522K

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