Journal of the American Chemical Society

Anhydrous tetrabutylammonium fluoride

H Sun, SG DiMagno

Index: Sun, Haoran; DiMagno, Stephen G. Journal of the American Chemical Society, 2005 , vol. 127, # 7 p. 2050 - 2051

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Citation Number: 223

Abstract

Tetrabutylammonium fluoride (TBAF) is prepared at low temperature by nucleophilic aromatic substitution of hexafluorobenzene with tetrabutylammonium cyanide. Adventitious water is scavenged during this synthesis by the generated hexacyanobenzene, which readily adds water under basic conditions. Contrary to expectations, TBAF is stable to Hofmann elimination in polar aprotic solvents under anhydrous conditions. Added ...