Singlet carbenes as mimics for transition metals: synthesis of an air stable organic mixed valence compound [M2(C2)~(+·); M = cyclic(alkyl)(amino)- carbene]

摘要

cyclic C-bromo-iminium bromide reacts with lithium trimethylsilyl acetylide to afford the title compound 2~(+ ·) in 40% yield. In contrast to other organic mixed valence compounds, this radical cation can be stored in air. Oxidation and reduction of 2~(+ ·) afford the corresponding dication 2~(++)and neutral cumulene 2, respectively, in good yields.