An orthogonal C–H borylation – cross-coupling strategy for the preparation of tetrasubstituted “A 2 B 2 ”-chrysene derivatives with tuneable photophysical properties

The regioselective, orthogonal functionalisation of 4,10-dichlorochrysene enables the synthesis of a variety of 2,8,4,10-”A 2 B 2 ”-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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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2015, Vol.51 (28), p.6115-6118
Main Authors: 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.
Format: Article
Language:English
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Summary:The regioselective, orthogonal functionalisation of 4,10-dichlorochrysene enables the synthesis of a variety of 2,8,4,10-”A 2 B 2 ”-tetrasubstituted chrysenes. Such compounds exhibit broadened UV-vis absorption spectra, decreased band gap and higher HOMO levels compared to the parent chrysene.
ISSN:1359-7345
1364-548X
DOI:10.1039/C4CC10132D