A Stable Naked Dithiolene Radical Anion and Synergic THF Ring-Opening.

Authors :: Wang Y
Xie Y
Wei P
Blair SA
Cui D
Johnson MK
Schaefer HF 3rd
Robinson GH
Source :: Journal of the American Chemical Society [J Am Chem Soc] 2020 Oct 14; Vol. 142 (41), pp. 17301-17305. Date of Electronic Publication: 2020 Oct 02.
Publication Year :: 2020
Abstract: Reaction of the lithium dithiolene radical 2 <superscript> • </superscript> with the imidazolium salt [{(Me)CN( i -Pr)} <subscript>2</subscript> CH] <superscript>+</superscript> [Cl] <superscript>-</superscript> (in a 1:1 molar ratio) gives the first stable naked anionic dithiolene radical 3 <superscript> • </superscript> , which, when coupled with hexasulfide, [{(Me)CN( i -Pr)} <subscript>2</subscript> CH] <superscript>+</superscript> <subscript>2</subscript> [S <subscript>6</subscript> ] <superscript>2-</superscript> ( 4 ), and N-heterocyclic silylene 5 , unexpectedly results in synergic THF ring-opening via a radical mechanism.