A Viable Anionic N-Heterocyclic Dicarbene
dataset
posted on 2010-10-20, 00:00 authored by Yuzhong Wang, Yaoming Xie, Mariham Y. Abraham, Pingrong Wei, Henry F. Schaefer, Paul v. R. Schleyer, Gregory H. RobinsonThe first anionic N-heterocyclic dicarbene, polymeric [:C{[N(2,6-Pr<sup>i</sup><sub>2</sub>C<sub>6</sub>H<sub>3</sub>)]<sub>2</sub>CHCLi(THF)}]<sub><i>n</i></sub> <b>1</b>, containing both normal (C2) and abnormal carbene (C4) centers in the same five-membered imidazole ring (<b>III</b>), has been prepared by lithiation of the imidazole monocarbene, :C{N(2,6-Pr<sup>i</sup><sub>2</sub>C<sub>6</sub>H<sub>3</sub>)CH}<sub>2</sub>. The dicarbene nature of <b>1</b> was unambiguously demonstrated by the formation of the group 13 Lewis acid adducts (THF)<sub>2</sub>Li:C{[N(2,6-Pr<sup>i</sup><sub>2</sub>C<sub>6</sub>H<sub>3</sub>)]<sub>2</sub>CHC(LA)}, where LA = AlMe<sub>3</sub> [<b>2·(THF)</b><sub><b>2</b></sub>] and BEt<sub>3</sub> [<b>3·(THF)</b><sub><b>2</b></sub>].
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