Stable Boron Dithiolene Radicals.

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).

SUBMITTER: Wang Y 

PROVIDER: S-EPMC7679077 | biostudies-literature | 2018 Jun

REPOSITORIES: biostudies-literature