801999-64-4Relevant articles and documents
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
, p. 3439 - 3453 (2012/05/20)
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 the corresponding free-base dipyrrin. Further optimization of the reaction has resulted in a more convenient and accessible protocol. The availability of this new methodology enables BF2-complexation to be used as a dipyrrin protection strategy. Herein lies a detailed examination of the deprotection reaction, with a view to optimization and gaining mechanistic insight, and its application in facilitating a multistep synthesis of pyrrolyldipyrrins.