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Microwave-assisted reduction of F-BODIPYs and dipyrrins to generate dipyrromethanes
(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 ...
An Improved Method for the Synthesis of F-BODIPYs from Dipyrrins and Bis(dipyrrin)s
(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 ...
Use of F-BODIPYs as a protection strategy for dipyrrins: optimization of BF2 removal.
(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 ...
Deuteration and Tautomeric Reactivity of the 1-Methyl Functionality of Free-base Dipyrrins
(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 ...
Activation and Deprotection of F-BODIPYs using Boron Trihalides
(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 ...