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Issue 24, 2019
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Isolation of base stabilized fluoroborylene and its radical cation

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Abstract

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.

Graphical abstract: Isolation of base stabilized fluoroborylene and its radical cation

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Supplementary files

Article information


Submitted
07 May 2019
Accepted
09 May 2019
First published
10 May 2019

This article is Open Access

Dalton Trans., 2019,48, 8551-8555
Article type
Communication

Isolation of base stabilized fluoroborylene and its radical cation

S. K. Sarkar, M. M. Siddiqui, S. Kundu, M. Ghosh, J. Kretsch, P. Stollberg, R. Herbst-Irmer, D. Stalke, A. C. Stückl, B. Schwederski, W. Kaim, S. Ghorai, E. D. Jemmis and H. W. Roesky, Dalton Trans., 2019, 48, 8551
DOI: 10.1039/C9DT01899A

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