A Bottleable Imidazole-Based Radical as a Single Electron Transfer Reagent

Das, Arpan ; Ahmed, Jasimuddin ; Rajendran, N. M. ; Adhikari, Debashis ; Mandal, Swadhin K. (2021) A Bottleable Imidazole-Based Radical as a Single Electron Transfer Reagent Journal of Organic Chemistry, 86 (1). pp. 1246-1252. ISSN 0022-3263

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Official URL: http://doi.org/10.1021/acs.joc.0c02465

Related URL: http://dx.doi.org/10.1021/acs.joc.0c02465

Abstract

Reduction of 1,3-bis(2,6-diisopropylphenyl)-2,4-diphenyl-1H-imidazol-3-ium chloride (1) resulted in the formation of the first structurally characterized imidazole-based radical 2. 2 was established as a single electron transfer reagent by treating it with an acceptor molecule tetracyanoethylene. Moreover, radical 2 was utilized as an organic electron donor in a number of organic transformations such as in activation of an aryl–halide bond, alkene hydrosilylation, and in catalytic reduction of CO2 to methoxyborane, all under ambient temperature and pressure.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:118191
Deposited On:18 May 2021 11:02
Last Modified:18 May 2021 11:02

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