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Chem Commun (Camb). 2015 Apr 11;51(28):6115-8. doi: 10.1039/c4cc10132d.

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

Chemical communications (Cambridge, England)

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

Affiliations

  1. School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK. [email protected].

PMID: 25745672 DOI: 10.1039/c4cc10132d

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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