Quinone-annulated N-heterocyclic carbene-transition-metal complexes:: Observation of π-backbonding using FT-IR spectroscopy and cyclic voltammetry

被引:198
作者
Sanderson, Matthew D. [1 ]
Kamplain, Justin W. [1 ]
Bielawski, Christopher W. [1 ]
机构
[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
关键词
D O I
10.1021/ja067475w
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new N-heterocyclic carbene architecture comprising a 1,4-naphthoquinone annulated to 1,3-dimesitylimidazolylidene (NpQ-NHC) was synthesized in two high yielding steps from commercially available starting materials. The free NpQ-NHC was characterized (solution and solid-state) and was used to synthesize various Rh and Ag complexes that ranged in π-electron density. Enabled by the quinone moiety, the π-systems of these complexes were analyzed using infrared spectroscopy and cyclic voltammetry. In contrast to previous reports, π-backbonding was found to be non-negligible and was directly influenced by the metal's electronic character. Copyright © 2006 American Chemical Society.
引用
收藏
页码:16514 / 16515
页数:2
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