DEHYDROFLUORINATION OF AMINE-METALLOID FLUORIDES .3. DEHYDROFLUORINATION OF PRIMARY AMINE-BORON TRIFLUORIDE ADDUCTS

Primary amine adducts of boron trifluoride or salts of fluoroboric acid are readily dehydrofluorinated by the adducts of hindered, preferably tertiary amines with boron trifluoride. The procedure has been applied primarily to the preparation of B-fluoroborazines (RXBF)3, R = CH3, C2H5, i-C3H7, t-C4H9, C6H5, p-phenylazophenyl, and p-phenylcarboxyethyl. The same procedure is indicated to be useful for the preparation of tris(amino)boranes, bis(amino)boron fluorides, and aminoborazines by variation of the stoichiometry of the reaction. Other methods of attempted dehydrofluorination are described. Thermodynamic aspects are discussed to explain the marked difference in the relative ease of dehydrohalogenation of primary amine adducts of boron trifluoride and boron trichloride. © 1969, American Chemical Society. All rights reserved.