Iridium-catalysed 3,5-bis-borylation of phthalonitrile enables access to a family ofC(4h)octaarylphthalocyanines

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    Author
    Mulholland, KD; Yoon, S; Rennie, CC; Sitch, EK; McKay, A; Edkins, K; Edkins, RM
    Date
    2020-08-04
    Source Title
    Chemical Communications
    Publisher
    ROYAL SOC CHEMISTRY
    University of Melbourne Author/s
    McKay, Alasdair
    Affiliation
    School of Chemistry
    Metadata
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    Document Type
    Journal Article
    Citations
    Mulholland, 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 Status
    Open Access
    URI
    http://hdl.handle.net/11343/274157
    DOI
    10.1039/d0cc03161e
    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.

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