Now showing items 1-5 of 5

  • Activation and Deprotection of F-BODIPYs using Boron Trihalides 

    Lundrigan, Travis; Cameron, T. Stanley; Thompson, Alison (2014)
    The activation of F-BODIPYs with boron trihalides, followed by treatment with a nuclephile, effects facile substitution at boron; using water as the nucleophile promotes deprotective removal of the–BF2 moiety and thereby ...
  • Deuteration and Tautomeric Reactivity of the 1-Methyl Functionality of Free-base Dipyrrins 

    Groves, Brandon R.; Cameron, T. Stanley; Alison, Thompson (Organic and Biomolecular Chemistry, 2017)
    Regioselective reactivity of the 1-methyl group of free-base dipyrrins is explored, including discussion of tautomerism to provide exocyclic alkenyl reactivity. Deuterium is installed such as to generate dipyrrins substituted ...
  • An Improved Method for the Synthesis of F-BODIPYs from Dipyrrins and Bis(dipyrrin)s 

    Lundrigan, Travis; Baker, Alexander E.G.; Longobardi, Lauren E.; Wood, Tabitha E.; Smithen, Deborah A.; Crawford, Sarah M.; Cameron, T. Stanley; Thompson, Alison (Organic Letters, 2012)
    An improved methodology for the synthesis of F-BODIPYs from dipyrrins and bis(dipyrrin)s is reported. This strategy employs lithium salts of dipyrrins as intermediates that are then treated with only one equivalent of boron ...
  • Microwave-assisted reduction of F-BODIPYs and dipyrrins to generate dipyrromethanes 

    Melanson, Jennifer A.; Smithen, Deborah A.; Cameron, T. Stanley (Canadian Journal of Chemistry, 2013)
    The reduction of BODIPYs and dipyrrins to dipyrromethanes, via a reaction involving ethylene glycol and sodium methoxide, is reported. When benzyl alcohol is used in place of ethylene glycol, the addition of 2,4-dinitrop ...
  • Use of F-BODIPYs as a protection strategy for dipyrrins: optimization of BF2 removal. 

    Smithen, Deborah A.; Baker, Alexander E. G.; Offman, Matthew; Crawford, Sarah M.; Cameron, T. Stanley; Thompson, Alison (Journal of Organic Chemistry, 2012)
    We recently reported the first general method for the deprotection of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (F-BODIPYs) involving a microwave-assisted procedure for the removal of the BF2 moiety, and liberation of ...