Stable carbenes have recently emerged as the preeminent ligands for the stabilization of reactive species. As a part of our efforts to this field, we have been actively exploring the ability of carbonyl-decorated carbenes such as diamidocarbenes (DACs), which behave as moderate π-accepting ligands, to stabilize low-oxidation state main group species. To further develop this paradigm, a recent focus has been on the design and synthesis of terminal borylenes that are supported by DACs. This presentation will focus on our struggles and developments toward the isolation of these elusive species. Specifically, we will discuss the reactions of DACs with the dichloroboranes, dichlorophenylborane, dichloro(diisopropylamino)borane, and dichloro-(1,2,3,4,5-pentamethylcyclopenta-2,4-dienyl)borane, and the subsequent reduction reaction of the reaction products to afford boron(II)-centered radicals.

Synthesis and characterization of carbene-supported boron(II) radicals and radical cations

251st National Meeting (2016)

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