Isolation of base stabilized fluoroborylene and its radical cation
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Dalton transactions (Cambridge, England : 2003) 48 (24): 8551--8555 (2019)

Herein, we report the synthesis and characterization of the metal free low valent fluoroborylene (Me-cAAC)2BF (1) stabilized by cyclic (alkyl)(amino) carbene (cAAC). The fluoroborylene 1 is obtained by the reductive defluorination of Me-cAAC:BF3 with 2.0 equivalents of KC8 in the presence of 1.0 equivalent of Me-cAAC. Due to its highly electron rich nature, 1 underwent one-electron oxidation with 1.0 equivalent of lithium tetrakis(pentafluorophenyl)borate LiB(C6F5)4 to form the radical cation (Me-cAAC)2BF(+)B(C6F5)4(-) (2). DFT studies suggested that the lone pair of electrons is localized on the boron atom in 1, which explains its unprecedented reactivity. Both compounds 1 and 2 were characterized by X-ray crystallography. The radical cation 2 was studied by EPR spectroscopy.on SciFinder (R)
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