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

Catherine L. Lyall, Camilla C. Shotton, Monserrat Pérez-salvia, Dan Pantos, Simon E. Lewis

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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.
Original languageEnglish
Pages (from-to)13837-13840
JournalChemical Communications
Volume50
Issue number89
Early online date18 Sep 2014
DOIs
Publication statusPublished - 18 Nov 2014

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Iridium
Bearings (structural)
Substrates
Boron
Chemical activation
naphthalenediimide

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Direct core functionalisation of naphthalenediimides by iridium catalysed C–H borylation. / Lyall, Catherine L.; Shotton, Camilla C.; Pérez-salvia, Monserrat; Pantos, Dan; Lewis, Simon E.

In: Chemical Communications, Vol. 50, No. 89, 18.11.2014, p. 13837-13840.

Research output: Contribution to journalArticle

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