F-TEDA-BF4

F-TEDA-BF4

, 1992, 595 DOI|10.1039/C39920000595]

The compound is synthesized by reaction of diazabicyclo [2.2.2] octane (DABCO) with dichloromethane, followed by ion exchange with sodium tetrafluoroborate (replacing the chlorine 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 a superelectrophile.: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 of alkenes, alkynes. Formation of Fluorocarbons.
* Organic oxidation. Oxidation of alcohols and phenols
* Electrophilic iodination. In this reaction type F-TEDA-BF4 activates the I-I bond for electrophilic addition.

References

Patents

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