An orthogonal C-H borylation - cross-coupling strategy for the preparation of tetrasubstituted "A(2)B(2)''-chrysene derivatives with tuneable photophysical properties

K. W. J. Heard, John Morrison, Laura Weston, C. H. Lo, Lucian Pirvu, James Raftery, M. S. Little, Joseph 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-''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.
Original languageEnglish
Pages (from-to)6115-6118
Number of pages4
JournalChemical Communications
Volume51
Issue number28
DOIs
Publication statusPublished - 2015

Keywords

  • field-effect transistors
  • catalyzed borylation
  • functionalization
  • heteroarenes
  • molecules
  • chrysenes
  • arenes
  • bonds

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