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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,P. Quayle
Chemical Communications Pub Date : 02/26/2015 00:00:00 , 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.

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