Iridium-catalysed 3,5-bis-borylation of phthalonitrile enables access to a family ofC(4h)octaarylphthalocyanines
AuthorMulholland, KD; Yoon, S; Rennie, CC; Sitch, EK; McKay, A; Edkins, K; Edkins, RM
Source TitleChemical Communications
PublisherROYAL SOC CHEMISTRY
University of Melbourne Author/sMcKay, Alasdair
AffiliationSchool of Chemistry
Document TypeJournal Article
CitationsMulholland, K. D., Yoon, S., Rennie, C. C., Sitch, E. K., McKay, A., Edkins, K. & Edkins, R. M. (2020). Iridium-catalysed 3,5-bis-borylation of phthalonitrile enables access to a family ofC(4h)octaarylphthalocyanines. CHEMICAL COMMUNICATIONS, 56 (60), pp.8452-8455. https://doi.org/10.1039/d0cc03161e.
Access StatusOpen Access
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.
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