Iridium-catalysed 3,5-bis-borylation of phthalonitrile enables access to a family of C4h octaarylphthalocyanines

Katie D. Mulholland, Sangbin Yoon, Christopher C. Rennie, Eleanor K. Sitch, Alasdair I. McKay, Katharina Edkins, Robert M. Edkins

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Abstract

Ir-catalysed borylation of phthalonitrile produces both 4-(Bpin)phthalonitrile (1) and 3,5-bis(Bpin)phthalonitrile (2), which are potential divergent intermediates for the synthesis of functionalized phthalocyanines. To exemplify the utility of 2, we have prepared a series of 3,5-bis-arylphthalonitriles that in turn undergo sterically controlled regioselective cyclotetramization to give previously unknown C4h 1,3,8,10,15,17,22,24-octaarylphthalocyanines.
Original languageEnglish
Pages (from-to)8452-8455
Number of pages4
JournalChemical Communications
Volume56
Issue number60
Early online date18 Jun 2020
DOIs
Publication statusPublished - 4 Aug 2020

Keywords

  • synthesis
  • octaarylphthalocyanines
  • Phthalocyanines (Pcs)

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