Issue 28, 2015

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

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
19 Dec 2014
Accepted
26 Feb 2015
First published
26 Feb 2015

Chem. Commun., 2015,51, 6115-6118

Author version available

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

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 and P. Quayle, Chem. Commun., 2015, 51, 6115 DOI: 10.1039/C4CC10132D

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