Isolation of base stabilized fluoroborylene and its radical cation

Samir Kumar Sarkar; Mujahuddin M. Siddiqui; Subrata Kundu; Munmun Ghosh; Johannes Kretsch; Peter Stollberg; Regine Herbst-Irmer; Dietmar Stalke; A. Claudia Stückl; Brigitte Schwederski; Wolfgang Kaim; Sagar Ghorai; Eluvathingal D. Jemmis; Herbert W. Roesky

doi:10.1039/C9DT01899A

Isolation of base stabilized fluoroborylene and its radical cation†

Samir Kumar Sarkar,

^a Mujahuddin M. Siddiqui,^a Subrata Kundu,

^a Munmun Ghosh,^a Johannes Kretsch,^a Peter Stollberg,^a Regine Herbst-Irmer,

^a Dietmar Stalke,

*^ad A. Claudia Stückl,^a Brigitte Schwederski,^b Wolfgang Kaim,

*^b Sagar Ghorai,^c Eluvathingal D. Jemmis

*^c and Herbert W. Roesky

*^a

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* Corresponding authors

^a Institut für Anorganische Chemie, Universität Göttingen, Tammannstrasse 4, 37077 Göttingen, Germany
E-mail: dstalke@chemie.uni-goettingen.de, hroesky@gwdg.de

^b Institute für Anorganische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany
E-mail: kaim@iac.uni-stuttgart.de

^c Inorganic and Physical Chemistry Department Indian Institute of Science, Bangalore-560012, India
E-mail: jemmis@iisc.ac.in

^d Solid State and Structural Chemistry Unit Indian Institute of Science, Bangalore-560012, India
E-mail: dstalke@chemie.uni-goettingen.de

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.

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Isolation of base stabilized fluoroborylene and its radical cation†

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