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Wang, Yuzhong ; Xie, Yaoming ; Wei, Pingrong ; Blair, Soshawn A. ; Cui, Dongtao ; Johnson, Michael K. ; Schaefer, III, Henry F. ; Robinson, Gregory H. ( , Angewandte Chemie International Edition)
Abstract Whereas low‐temperature (−78 °C) reaction of the lithium dithiolene radical
1 .with boron bromide gives the dibromoboron dithiolene radical2 ., the parallel reaction of1 .with (C6H11)2BCl (0 °C) affords the dicyclohexylboron dithiolene radical3 .. Radicals2 .and3 .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 zwitterion4 , which may be regarded as an anionic dithiolene‐modified carbene complex of the sulfenyl cation RS+(R=cyclohexyl). -
Wang, Yuzhong ; Xie, Yaoming ; Wei, Pingrong ; Blair, Soshawn A. ; Cui, Dongtao ; Johnson, Michael K. ; Schaefer, III, Henry F. ; Robinson, Gregory H. ( , Angewandte Chemie)
Abstract Whereas low‐temperature (−78 °C) reaction of the lithium dithiolene radical
1 .with boron bromide gives the dibromoboron dithiolene radical2 ., the parallel reaction of1 .with (C6H11)2BCl (0 °C) affords the dicyclohexylboron dithiolene radical3 .. Radicals2 .and3 .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 zwitterion4 , which may be regarded as an anionic dithiolene‐modified carbene complex of the sulfenyl cation RS+(R=cyclohexyl). -
Specht, Hannah M. ; Reich, Henry T. ; Iannarilli, Fabiola ; Edwards, Margaret R. ; Stapleton, Seth P. ; Weegman, Mitch D. ; Johnson, Michael K. ; Yohannes, Brittney J. ; Arnold, Todd W. ; Schofield, ed., Matthew ( , Methods in Ecology and Evolution)