Stable Boron Dithiolene Radicals

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2018 May 15

PMID 29756257

Citations 6

Authors

Yuzhong Wang

Yaoming Xie

Pingrong Wei

Soshawn A Blair

Dongtao Cui

Michael K Johnson

Henry F Schaefer 3rd

Gregory H Robinson

Affiliations

Soon will be listed here.

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 (C H ) 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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