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

Jean Garnier, A.R. Kennedy, L.E.A. Berlouis, Andrew T. Turner, J.A. Murphy

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Abstract

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
Original languageEnglish
JournalBeilstein Journal of Organic Chemistry
Volume6
Issue number73
DOIs
Publication statusPublished - 5 Jul 2010

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Electrons
Nitrogen
Pyridines
4-dimethylaminopyridine
Oxidation-Reduction
pyridine

Keywords

  • electron donor
  • 4-DMAP
  • electron transfer
  • redox
  • radical cation
  • dication
  • reduction

Cite this

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abstract = "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",
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AU - Garnier, Jean

AU - Kennedy, A.R.

AU - Berlouis, L.E.A.

AU - Turner, Andrew T.

AU - Murphy, J.A.

PY - 2010/7/5

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AB - 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

KW - electron donor

KW - 4-DMAP

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KW - radical cation

KW - dication

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