Browsing Faculty of Science by Author "5a8fb5e7-c762-47c2-96eb-d70078f6315b"
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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 ...