Published in
Royal Society of Chemistry, Chemical Communications, 89(50), p. 13837-13840
DOI: 10.1039/c4cc06522k
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Direct core functionalisation of naphthalenediimides by iridium catalysed C–H borylation
Journal article published in 2014 by
Catherine L. Lyall 
,
Camilla C. Shotton,
Monserrat Pérez-Salvia,
G. Dan Pantoş,
Simon E. Lewis
,
Camilla C. Shotton,
Monserrat Pérez-Salvia,
G. Dan Pantoş,
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.