title: Use of F-BODIPYs as a protection strategy for dipyrrins: optimization of BF(2) removal.
abstract: 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 BF(2) 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 BF(2)-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.
authors.affiliation: Department of Chemistry, Dalhousie University, P.O. Box 15000, Halifax, Nova Scotia, Canada.
authors.forename: Deborah A
authors.initials: DA
authors.lastname: Smithen
authors.forename: Alexander E G
authors.initials: AE
authors.lastname: Baker
authors.forename: Matthew
authors.initials: M
authors.lastname: Offman
authors.forename: Sarah M
authors.initials: SM
authors.lastname: Crawford
authors.forename: T Stanley
authors.initials: TS
authors.lastname: Cameron
authors.forename: Alison
authors.initials: A
authors.lastname: Thompson