title: Conversion of F-BODIPYs to Cl-BODIPYs: enhancing the reactivity of F-BODIPYs.
abstract: A new method for the synthesis of Cl-BODIPYs from F-BODIPYs is reported, merely requiring treatment of the F-BODIPY with boron trichloride. Cl-BODIPYs are exploited as synthetic intermediates generated in situ for the overall conversion of F-BODIPYs to O- and C-BODIPYs in high overall yields using a mild one-pot procedure. This route enables F-BODIPYs to be transformed into derivatives that are not accessible via the direct route, as demonstrated via the use of 1,3-propanediol.
authors.affiliation: Department of Chemistry, Dalhousie University, P.O. Box 15000, Halifax, NS, B3H 4R2, Canada.
authors.forename: Travis
authors.initials: T
authors.lastname: Lundrigan
authors.forename: Alison
authors.initials: A
authors.lastname: Thompson
mesh_terms: D001880:Boranes / Q000737:chemistry*; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002712:Chlorides / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011409:Propylene Glycols / Q000737:chemistry*
chemical_list: C583348:4,4-dicloro-4-bora-3a,4a-diaza-s-indacene; C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001880:Boranes; D001896:Boron Compounds; D002712:Chlorides; D005456:Fluorescent Dyes; D011409:Propylene Glycols; C041787:1,3-propanediol; C092267:boron trichloride