- F-TEDA-BF4
, 1992, 595 DOI|10.1039/C39920000595]
The compound is synthesized by reaction of diazabicyclo [2.2.2] octane (
DABCO ) withdichloromethane , followed byion exchange withsodium tetrafluoroborate (replacing thechlorine counterion for the tetrafluoroborate one) and finally reaction with elemental fluorine and sodium tetrafluoroborane. In contrast to hazardous fluorine this reagent is safe to use. It is listed as asuperelectrophile .:A selection of its many uses ["Selectfluor (F-TEDA-BF4) C7H14B2ClF9N2" Laxmi Manral SYNLETT 2006, No. 5, pp 0807–080 DOI| 10.1055/s-2006-933124 ] ["SelectfluorTM F-TEDA-BF4 as a Versatile Mediator or Catalyst in Organic Chemistry" Stojan Stavbera and Marko Zupana Acta Chim. Slov. 2005, 52, 13–26 http://acta.chem-soc.si/52/52-1-13.pdf] :
* Fluorination ofalkene s,alkyne s. Formation ofFluorocarbon s.
*Organic oxidation . Oxidation ofalcohol s andphenols
*Electrophilic iodination . In this reaction type F-TEDA-BF4 activates the I-I bond for electrophilic addition.References
Patents
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