Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 15, Pages 5719-5722Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo901014w
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Funding
- CONCyTEG [GTO-2007-C02-69094]
- UGTO [DINPO-08]
- RGC [603008]
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Fully unsubstituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) 1 was prepared. Reaction of 8-thiomethylbodipy 2 with triethylsilane in the presence of a catalytic amount of Pd and a stoichiometric amount of copper(l) thienyl-2-carboxylate (CuTC) in THF at 55 degrees C gave compound 1 in nearly quantitative yield, This compound displays high quantum yields (up to 93%) in polar solvents including water. Its optical properties and crystal structure are discussed.
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