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Hybrid super electron donors - preparation and reactivity

Garnier, Jean and THOMSON, Douglas William and Zhou, Sheng-Ze and Jolly, Phillip I and Berlouis, Leonard E A and Murphy, John A (2012) Hybrid super electron donors - preparation and reactivity. Beilstein Journal of Organic Chemistry, 8. pp. 994-1002. ISSN 1860-5397

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Abstract

Neutral organic electron donors, featuring pyridinylidene–imidazolylidene, pyridinylidene–benzimidazolylidene and imidazolylidene–benzimidazolylidene linkages are reported. The pyridinylidene–benzimidazolylidene and imidazolylidene–benzimidazolylidene hybrid systems were designed to be the first super electron donors to convert iodoarenes to aryl radicals at room temperature, and indeed both show evidence for significant aryl radical formation at room temperature. The stronger pyridinylidene–imidazolylidene donor converts iodoarenes to aryl anions efficiently under appropriate conditions (3 equiv of donor). The presence of excess sodium hydride base has a very important and selective effect on some of these electron-transfer reactions, and a rationale for this is proposed

Item type: Article
ID code: 40437
Keywords: aryl iodide, electron transfer, hybrid donors, reduction, Chemistry, Organic Chemistry
Subjects: Science > Chemistry
Department: Faculty of Science > Pure and Applied Chemistry
Related URLs:
Depositing user: Pure Administrator
Date Deposited: 17 Jul 2012 15:12
Last modified: 27 Mar 2014 10:18
URI: http://strathprints.strath.ac.uk/id/eprint/40437

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