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Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine

Garnier, Jean and Kennedy, A.R. and Berlouis, L.E.A. and Turner, Andrew T. and Murphy, J.A. (2010) Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine. Beilstein Journal of Organic Chemistry, 6 (73).

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The effects on redox properties of modifying the molecular skeleton of neutral bis-2-(4-dimethylamino)-pyridinylidene electron donors, derived from 4-dimethylamino-pyridine (4-DMAP), have been explored, by varying two parameters: (i) the length of a polymethylene chain linking the two pyridine-derived rings and (ii) the nature of the nitrogen substituents on the 4 and 4' positions of the precursor pyridines. Restricting the bridge length to two methylene units significantly altered the redox profile, while changes in the nitrogen-substituents at the 4 and 4' positions led to only slight changes in redox potentials