Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine
The effects on the redox properties of modifying the molecular skeleton of neutral bis-2-(4-dimethylamino)pyridinylidene electron donors, derived from 4-dimethylaminopyridine (4-DMAP), have been explored, by varying two parameters: (i) the length of a polymethylene chain linking the two pyridine-der...
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Format: | Article |
Language: | English |
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Beilstein-Institut
2010-07-01
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Series: | Beilstein Journal of Organic Chemistry |
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Online Access: | https://doi.org/10.3762/bjoc.6.73 |
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author | Jean Garnier Alan R. Kennedy Leonard E. A. Berlouis Andrew T. Turner John A. Murphy |
author_facet | Jean Garnier Alan R. Kennedy Leonard E. A. Berlouis Andrew T. Turner John A. Murphy |
author_sort | Jean Garnier |
collection | DOAJ |
description | The effects on the redox properties of modifying the molecular skeleton of neutral bis-2-(4-dimethylamino)pyridinylidene electron donors, derived from 4-dimethylaminopyridine (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 the redox potentials. |
first_indexed | 2024-12-23T23:33:06Z |
format | Article |
id | doaj.art-6c989dd911d54466b23ca6c75a23cf71 |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-23T23:33:06Z |
publishDate | 2010-07-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
spelling | doaj.art-6c989dd911d54466b23ca6c75a23cf712022-12-21T17:25:57ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-07-01617310.3762/bjoc.6.731860-5397-6-73Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridineJean Garnier0Alan R. Kennedy1Leonard E. A. Berlouis2Andrew T. Turner3John A. Murphy4WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.PR&D Laboratory Building, AstraZeneca, Silk Road Business Park, Charterway, Macclesfield SK10 2NA, United KingdomWestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.The effects on the redox properties of modifying the molecular skeleton of neutral bis-2-(4-dimethylamino)pyridinylidene electron donors, derived from 4-dimethylaminopyridine (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 the redox potentials.https://doi.org/10.3762/bjoc.6.73dication4-DMAPelectron donorelectron transferradical cationredoxreduction |
spellingShingle | Jean Garnier Alan R. Kennedy Leonard E. A. Berlouis Andrew T. Turner John A. Murphy Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine Beilstein Journal of Organic Chemistry dication 4-DMAP electron donor electron transfer radical cation redox reduction |
title | Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine |
title_full | Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine |
title_fullStr | Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine |
title_full_unstemmed | Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine |
title_short | Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine |
title_sort | structure and reactivity in neutral organic electron donors derived from 4 dimethylaminopyridine |
topic | dication 4-DMAP electron donor electron transfer radical cation redox reduction |
url | https://doi.org/10.3762/bjoc.6.73 |
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