Garnier, J. and Murphy, J.A. and Zhou, S.Z. and Turner, A.T. (2008) One-pot reduction of aryl iodides using 4-dmap methiodide salt. Synlett (14). pp. 2127-2131. ISSN 0936-5214Full text not available in this repository. (Request a copy from the Strathclyde author)
An efficient one-pot procedure is described for the reduction of aryl iodides to aryl anions using a structurally simple bis-pyridinylidene electron donor, prepared in situ by treating 4-DMAP methiodide salt with base. The results show (i) that pyridinylidene carbenes can be easily used for intermolecular C-C bond formation, (ii) that bis-pyridinylidenes demonstrate superior robustness compared to electron-donor systems based on bis-imidazolylidenes, and (iii) that electron-donor strength is enhanced in the simplified DMAP-based donor. Deuterated analogues of this donor also provide mechanistic information on the source of protons when the aryl anions are quenched in situ.
|Keywords:||electron donor, pyridinylidene, reduction, 4-DMAP, Chemistry, Organic Chemistry|
|Subjects:||Science > Chemistry|
|Department:||Faculty of Science > Pure and Applied Chemistry|
|Depositing user:||Strathprints Administrator|
|Date Deposited:||09 Jun 2010 13:48|
|Last modified:||22 Mar 2017 10:43|