Strathprints logo
Strathprints Home | Open Access | Browse | Search | User area | Copyright | Help | Library Home | SUPrimo

One-pot reduction of aryl iodides using 4-dmap methiodide salt

Garnier, J. and Murphy, J.A. and Zhou, S.Z. and Turner, A.T. and , EPRSC (Funder) and , University of Strathclyde (Funder) and , AstraZeneca (Funder) (2008) One-pot reduction of aryl iodides using 4-dmap methiodide salt. Synlett (14). pp. 2127-2131. ISSN 0936-5214

Full text not available in this repository. (Request a copy from the Strathclyde author)

Abstract

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.

Item type: Article
ID code: 19488
Keywords: electron donor, pyridinylidene, reduction, 4-DMAP, Chemistry, Organic Chemistry
Subjects: Science > Chemistry
Department: Faculty of Science > Pure and Applied Chemistry
Related URLs:
    Depositing user: Strathprints Administrator
    Date Deposited: 09 Jun 2010 14:48
    Last modified: 28 Mar 2014 05:17
    URI: http://strathprints.strath.ac.uk/id/eprint/19488

    Actions (login required)

    View Item