Stable Boron Dithiolene Radicals

Angewandte Chemie
Yuzhong WangGregory H Robinson

Abstract

Whereas low-temperature (-78 °C) reaction of the lithium dithiolene radical 1. with boron bromide gives the dibromoboron dithiolene radical 2. , the parallel reaction of 1. with (C6 H11 )2 BCl (0 °C) affords the dicyclohexylboron dithiolene radical 3. . Radicals 2. and 3. were characterized by single-crystal X-ray diffraction, UV/Vis, and EPR spectroscopy. The nature of these radicals was also probed computationally. Under mild conditions, 3. undergoes unexpected thiourea-mediated B-C bond activation to give zwitterion 4, which may be regarded as an anionic dithiolene-modified carbene complex of the sulfenyl cation RS+ (R=cyclohexyl).

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Citations

Jun 25, 2019·Chemical Communications : Chem Comm·Yuzhong WangGregory H Robinson
Feb 13, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Yuzhong WangGregory H Robinson
Feb 16, 2021·Chemical Communications : Chem Comm·Phuong M TranGregory H Robinson
Feb 18, 2020·The Journal of Physical Chemistry. a·Dennis GerbigPeter R Schreiner
Sep 29, 2020·Journal of the American Chemical Society·Yuzhong WangGregory H Robinson
Jul 28, 2021·Angewandte Chemie·Yuzhong WangGregory H Robinson

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