An orthogonal C–H borylation – cross-coupling strategy for the preparation of tetrasubstituted “A2B2”-chrysene derivatives with tuneable photophysical properties

Heard, K. W. J.; Morrison, J. J.; Weston, L.; Lo, C. H.; Pirvu, L.; Raftery, J.; Little, M. S.; McDouall, J. J. W.; Yeates, S. G.; Quayle, P.

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Royal Society of Chemistry, Chemical Communications, 28(51), p. 6115-6118

DOI: 10.1039/c4cc10132d

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An orthogonal C–H borylation – cross-coupling strategy for the preparation of tetrasubstituted “A2B2”-chrysene derivatives with tuneable photophysical properties

Journal article published in 2015 by K. W. J. Heard, J. J. Morrison, L. Weston, C. H. Lo, L. Pirvu, J. Raftery, M. S. Little, J. J. W. McDouall

, S. G. Yeates, P. Quayle

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Abstract

The regioselective, orthogonal functionalisation of 4,10-dichlorochrysene enables the synthesis of a variety of 2,8,4,10-"A2B2"-tetrasubstituted chrysenes. Such compounds exhibit broadened UV-vis absorption spectra, decreased band gap and higher HOMO levels compared to the parent chrysene.

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An orthogonal C–H borylation – cross-coupling strategy for the preparation of tetrasubstituted “A2B2”-chrysene derivatives with tuneable photophysical properties

Abstract