Activation and deprotection of F-BODIPYs using boron trihalides.
The activation of F-BODIPYs with boron trihalides, followed by treatment with a nucleophile, effects facile substitution at boron; using water as the nucleophile promotes deprotective removal of the -BF2 moiety and thereby production of the corresponding parent dipyrrin salt in quantitative yield under extremely mild conditions.
Department of Chemistry, Dalhousie University, 6274 Coburg Road, PO Box 15000, Halifax, Nova Scotia B3H 4J3, Canada. Alison.Thompson@dal.ca.
Travis
T
Lundrigan
T Stanley
TS
Cameron
Alison
A
Thompson
D001895:Boron / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry; D006219:Halogens / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation
C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D001965:Bromides; D006219:Halogens; D001895:Boron